IP Library Granted Patent US 8,507,488
Granted Patent B2
US 8,507,488 · App. 12/992,027 · Granted Aug 13, 2013

Fused nitrogen containing heterocycles and compositions thereof as kinase inhibitors

Inventors: Pamela A. Albaugh (Carlsbad, CA); Ha-Soon Choi (San Diego, CA); Gregory Chopiuk (Vancouver, CA); Yi Fan (Poway, CA); Paul Vincent Rucker (Carlsbad, CA); Zhicheng Wang (San Diego, CA)
Assignee: IRM LLC
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Quick Facts
Patent No.
US 8,507,488
App. No.
12/992,027
Granted
Aug 13, 2013
Kind
B2
Abstract

The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with abnormal or deregulated kinase activity, particularly Ros, KDR, FMS, C-FMS, FLT3, c-Kit, JAK2, JAK3, Aurora, PDGFR, Lck, TrkA, TrkB, TrkC, IGF-IR, ALK4, ALK5 and ALK or combinations thereof.

Claims (586)

1. A compound of Formula (I), or a pharmaceutically acceptable salt thereof:

wherein:

X 1 and X 2 are N, and X 3 and X 4 are C;

wherein k is 1, 2 or 3;

each R 3 is independently selected from halogen, C 1 -C 8 alkyl, C 6 -C 14 aryl, and C 2 -C 13 heteroaryl,

wherein the C 1 -C 8 alkyl, C 6 -C 14 aryl, and C 2 -C 13 heteroaryl of R 3 are optionally substituted with 1 to 3 substituents independently selected from halogen, hydroxyl, cyano, —OR 9 , C 1 -C 8 alkyl, hydroxyl-C 1 -C 8 alkyl, halo-substituted-C 1 -C 8 alkyl and C 3 -C 8 cycloalkyl;

R 2 is C 6 -C 14 aryl, C 2 -C 13 heteroaryl or C 2 -C 14 heterocycloalkyl,

wherein the C 6 -C 14 aryl, C 2 -C 13 heteroaryl or C 2 -C 14 heterocycloalkyl of R 2 are substituted with 1 substituents independently selected from —R 6 and —Y 1 R 6 ;

and the C 6 -C 14 aryl, C 2 -C 13 heteroaryl or C 2 -C 14 heterocycloalkyl of R 2 are optionally further substituted with a CN group;

each R 4 is independently selected from H, C 1 -C 8 alkyl, -L 1 R 5 , -L 1 R 8 , C 2 -C 13 heteroaryl, C 6 -C 14 aryl, and C 3 -C 8 cycloalkyl, wherein the C 1 -C 8 alkyl, C 2 -C 13 heteroaryl and C 3 -C 8 cycloalkyl are optionally substituted with 1 to 3 substituents independently selected from halogen, deuterium, —CD 3 , —S(O) 2 R 9 , —CN, C 1 -C 8 alkyl, —OR 9 , —N(R 9 ) 2 and —(CH 2 ) p OR 9 ;

L 1 is a bond, C 1 -C 8 alkylene, —O(CH 2 ) p —, —C(O)—, —N(R 9 )—, (CH 2 ) p C(O)—, or —C(O)(CH 2 ) p 0(CH 2 ) p —;

Y 1 is C 6 -C 14 arylene, C 2 -C 13 heteroarylene or C 2 -C 14 heterocycloalkylene each of which is optionally substituted with 1 to 3 substituents independently selected from halogen, C 1 -C 8 alkyl, —CN, —C(O)N(R 4 ) 2 , —C(O)R 9 , —OR 9 , —C(O)OR 9 , —N(R 4 ) 2 , —S(O) 2 R 9 , —S(O) 2 N(R 4 ) 2 , —NR 4 S(O) 2 R 4 , hydroxyl-C 1 -C 8 alkyl, and halo-substituted C 1 -C 8 alkyl;

R 5 is C 6 -C 14 aryl, C 2 -C 13 heteroaryl, —N(R 9 ) 2 , —(CH 2 ) p OR 9 or —OR 9 ;

R 6 is C 6 -C 14 aryl, C 2 -C 13 heteroaryl or C 3 -C 8 cycloalkyl, wherein the C 3 -C 8 cycloalkyl, C 6 -C 14 aryl and C 2 -C 13 heteroaryl of R 6 are optionally substituted with 1 to 3 substituents independently selected from halogen, —CN, —OR 9 , —(CH 2 ) p OR 9 , -L 1 R 8 , -L 1 R 5 , C(O)R 9 , —C(O)OR 9 , —C(O)R 8 , OC(O)N(R 4 ) 2 , —N(R 9 ) 2 , —C(O)C(O)OR 9 , —(CH 2 ) p N(R 9 ) 2 , —N(R 4 ) 2 , —C(O)N(R 4 ) 2 , —N(R 4 )C(O)R 4 , —N(R 4 )C(O)OR 4 , —(CH 2 ) p S(O) 2 R 9 , —S(O) 2 R 9 , —S(O) 2 N(R 4 ) 2 , —NR 4 S(O) 2 R 4 , —NR 4 S(O) 2 R 9 , C 1 -C 8 alkyl, C 2 -C 8 alkene, hydroxyl-substituted C 1 -C 8 alkyl, and halo-substituted C 1 -C 8 alkyl;

or R 6 is a C 2 -C 14 heterocycloalkyl substituted with 1 to 3 substituents independently selected from halogen, ═O, —CN, —OR 9 , —(CH 2 ) p OR 9 , -L 1 R 8 , -L 1 R 5 , —C(O)R 9 , —C(O)OR 9 , —C(O)R 8 , OC(O)N(R 4 ) 2 , —N(R 9 ) 2 , —C(O)C(O)OR 9 , —(CH 2 ) p N(R 9 ) 2 , —N(R 4 ) 2 , —C(O)N(R 4 ) 2 , —N(R 4 )C(O)R 4 , —N(R 4 )C(O)OR 4 , —(CH 2 ) p S(O) 2 R 9 , —S(O) 2 R 9 , —S(O) 2 N(R 4 ) 2 , —NR 4 S(O) 2 R 4 , —NR 4 S(O) 2 R 9 , C 1 -C 8 alkyl, C 2 -C 8 alkene, hydroxyl-substituted C 1 -C 8 alkyl, and halo-substituted C 1 -C 8 alkyl;

R 8 is H, —N(R 9 ) 2 , —N(R 4 ) 2 , —SR 9 , —CN, C 1 -C 8 alkyl, C 3 -C 8 cycloalkyl and C 2 -C 14 heterocycloalkyl,

wherein the C 1 -C 8 alkyl, C 3 -C 8 cycloalkyl and C 2 -C 14 heterocycloalkyl of R 8 are optionally substituted with 1 to 3 substituents independently selected from halogen, C 1 -C 6 alkyl, —CN, —OR 9 , —(CH 2 ) p OR 9 , —C(O)R 9 , —OC(O)R 9 , —C(O)OR 9 , —N(R 9 ) 2 , —N(R 4 ) 2 , —C(O)N(R 4 ) 2 , —N(R 4 )C(O)R 4 , —N(R 4 )C(O)OR 4 , —S(O) 2 R 9 , —S(O) 2 N(R 4 ) 2 , and —NR 4 S(O) 2 ;

each R 9 is independently selected from H, C 3 -C 8 cycloalkyl and C 1 -C 8 alkyl,

and

each p is independently 1, 2, 3, 4, 5 or 6.

2. The compound of claim 1 , wherein each R 3 is independently selected from halogen or phenyl, wherein the phenyl is optionally substituted with 1 to 3 substituents independently selected from halogen, hydroxyl, —OR 9 , C 1 -C 8 alkyl, hydroxyl-C 1 -C 8 alkyl, halo-substituted-C 1 -C 8 alkyl and C 3 -C 8 cycloalkyl.

3. The compound of claim 2 , wherein

k is 1, and

R 3 is phenyl substituted with a fluoro.

4. The compound of claim 3 , wherein R 2 is C 6 -C 14 aryl or C 2 -C 13 heteroaryl, wherein the C 6 -C 14 aryl and C 2 -C 13 heteroaryl of R 2 are substituted with —R or —Y1R 6 .

5. The compound of claim 4 , wherein R 2 is selected from

wherein each is substituted with —R 6 or —Y 1 R 6 .

6. The compound of claim 5 , wherein R 2 is selected from

wherein each is substituted with —Y 1 R 6 .

7. The compound of claim 6 , wherein

Y 1 is C 6 -C 14 arylene or C 2 -C 13 heteroarylene, and

R 6 is C 2 -C 13 heteroaryl, or C 2 -C 14 heterocycloalkyl, wherein the C 2 -C 13 heteroaryl, and C 2 -C 14 heterocycloalkyl of R 6 are optionally substituted with 1 to 3 substituents independently selected from halogen, —CN, —OR 9 , —(CH 2 ) p OR 9 , -L 1 R 8 , -L 1 R 5 , —C(O)OR 9 , —C(O)R 9 , —N(R 9 ) 2 , —C(O)N(R 4 ) 2 , —N(R 4 )C(O)OR 4 , —N(R 4 )C(O)R 4 , —N(R 4 ) 2 , —S(O) 2 R 9 , C 1 -C 8 alkyl, C 2 -C 8 alkene, and hydroxyl-substituted C 1 -C 8 alkyl.

8. The compound of claim 7 , wherein

Y 1 is C 6 arylene or C 2 -C 13 heteroarylene, and

R 6 is selected from

wherein each is optionally substituted with 1 to 3 substituents independently selected from halogen, —CN, —OR 9 , —(CH 2 ) p OR 9 , -L 1 R 8 , -L 1 R 5 , —C(O)OR 9 , —C(O)R 9 , —N(R 9 ) 2 , —C(O)N(R 4 ) 2 , —N(R 4 )C(O)OR 4 , —N(R 4 )C(O)R 4 , —N(R 4 ) 2 , —S(O) 2 R 9 , C 1 -C 8 alkyl, C 2 -C 8 alkene, and hydroxyl-substituted C 1 -C 8 alkyl.

9. The compound of claim 8 , wherein Y 1 is selected from

10. The compound of claim 9 , wherein R 6 is

substituted with 1 to 3 substituents independently selected from halogen, —OR 9 and —(CH 2 ) p OR 9 .

11. The compound of claim 1 selected from:

(R)-1-(4-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)pyrrolidin-3-ol;

(R)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)piperidin-4-ol;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-methylpiperazin-1-yl)benzonitrile;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-(2-methoxyethyl)piperazin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(dimethylamino)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-methylpiperazin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-(2-methoxyethyl)piperazin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-morpholinobenzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-morpholinopiperidin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(3-(dimethylamino)pyrrolidin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2,6-dimethylmorpholino)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(3-morpholinopyrrolidin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-((2-(dimethylamino)ethyl)(methyl)amino)benzonitrile;

5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-2-(4-hydroxypiperidin-1-yl)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-morpholinobenzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-methylpiperazin-1-yl)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-(2-methoxyethyl)piperazin-1-yl)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-morpholinopiperidin-1-yl)benzonitrile;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-methylpiperazin-1-yl)benzonitrile,

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-(2-morpholino-2-oxoethyl)piperazin-1-yl)benzonitrile;

2-(4-(2-cyano-4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)phenyl)piperazin-1-yl)-N,N-dimethylacetamide;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-hydroxypiperidin-1-yl)benzonitrile;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(5-(4-methylpiperazin-1-yl)pyrazin-2-yl)imidazo[1,2-b]pyridazine;

tert-butyl 4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazine-1-carboxylate;

3-(6-(1H-imidazol-1-yl)pyrazin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

2-(4-(2-cyano-4-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)phenyl)piperazin-1-yl)-N,N-dimethylacetamide;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-2-one;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(4-methylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(6-(4-methylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-2-one;

(3S)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidin-3-ol;

(3R)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidin-3-ol;

(3S,4S)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidine-3,4-diol;

1-(6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-2-(4-methylpiperazin-1-yl)benzonitrile;

2-(4-acetylpiperazin-1-yl)-5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

5-(6-(2-(2-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(4-hydroxypiperidin-1-yl)benzonitrile;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

(2S)-4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-2-methylmorpholine;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carboxylic acid;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-3-ol;

(3R)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N,N-dimethylpyrrolidin-3-amine;

5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-2-(piperazin-1-yl)benzonitrile;

tert-butyl 4-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazine-1-carboxylate;

3-(3-fluorophenyl)-4-(3-(6-(4-methylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

4-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-ethyl 4-(5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)piperidine-1-carboxylate;

2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)-N,N-dimethylacetamide;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(4-isopropylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

2-(1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-yl)propan-2-ol;

4-(1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-yl)morpholine;

3-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)propanenitrile;

1-(6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)-N-isopropylacetamide;

(1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-yl)methanol;

(1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-3-yl)methanol;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carbonitrile;

2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)ethanol;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(5-methyl-1H-imidazol-2-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

(R)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

(1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-yl)methanol;

2-(1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-3-carboxamide;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carboxamide;

3-(3-fluorophenyl)-4-(3-(6-(4-(1-methylpiperidin-4-yl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

1-(4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

6-(2-(3-fluorophenyl)piperidin-1-yl)-3-(6-(4-isopropylpiperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

(3S)-1-(6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N,N-dimethylpyrrolidin-3-amine;

(2S,6R)-4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-2,6-dimethylmorpholine;

1-(6-(6-(2-(pyridin-2-yl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

1-(6-(6-(2-(pyridin-3-yl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

N-(6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)methanesulfonamide;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)azetidine-3-carboxylic acid;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)azetidin-3-ol;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

(1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-yl)methanol;

2-(4-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)ethanol;

3-(3-fluorophenyl)-4-(3-(6-(4-(1-methylpiperidin-4-yl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

4-(3-(6-(2,5-diazabicyclo[2.2.1]heptan-2-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)-3-(3-fluorophenyl)morpholine;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-methylpiperidine-4-carboxamide;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-(2-hydroxyethyl)piperidine-4-carboxamide;

(S)-1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

(R)-1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-ol;

ethyl 1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carboxylate;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carboxylic acid;

5-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)oxazole;

3-(3-fluorophenyl)-4-(3-(6-(4-(3-isopropyl-1,2,4-oxadiazol-5-yl)piperidin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

N-(cyclopropylmethoxy)-1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carboxamide;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-isopropylpiperidine-4-carboxamide;

N-cyclopropyl-1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidine-4-carboxamide;

1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-(isoxazol-3-yl)piperidine-4-carboxamide;

(1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperidin-4-yl)(3-hydroxypyrrolidin-1-yl)methanone;

N-(cyanomethyl)-1-(6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin3-yl)pyridin-2-yl)piperidine-4-carboxamide;

3-(6-(1H-pyrazol-5-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

5-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrazolo[1,5-a]pyrimidine-2-carbonitrile;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(2-methylpyrimidin-4-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-amine;

3-(6-((2R,5S)-2,5-dimethylpiperazin-1-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

3-(6-((3S,5R)-3,5-dimethylpiperazin-1-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(4-(pyrazin-2-yl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(4-(pyrimidin-2-yl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(3-(piperidin-4-yl)-1H-pyrazol-5-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)morpholine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(4-(2-(methylsulfonyl)ethyl)piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(6-(piperidin-4-yl)pyrimidin-4-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)-N,N-dimethylethanamine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(pyrimidin-4-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidin-3-yl)morpholine;

3-(6-(4-(cyclopropylsulfonyl)piperazin-1-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

1-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)-2-hydroxyethanone;

(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)(1-hydroxycyclopropyl)methanone;

(R)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(2-methylpyrimidin-4-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)(tetrahydro-2H-pyran-4-yl)methanone;

(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)piperazin-1-yl)(tetrahydrofuran-2-yl)methanone;

4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,3′-bipyridin-6′-yl)morpholine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(5-(pyrrolidin-1-yl)pyrazin-2-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(5-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)morpholine;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)piperidin-4-ol;

N1-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)-N2,N2-dimethylethane-1,2-diamine;

1-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)piperidin-4-ol;

4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N,N-dimethylpyrimidin-2-amine;

3-(6-(1H-indazol-5-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

2-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,3′-bipyridin-6′-ylamino)ethanol;

1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,3′-bipyridin-6′-yl)piperidin-4-ol;

(R)-2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-ylamino)ethanol;

4-((S)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidin-3-yl)morpholine;

(2S,6R)-4-((S)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidin-3-yl)-2,6-dimethylmorpholine;

(R)-1-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)azetidin-3-ol;

(R)—N-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)methanesulfonamide;

(R)-4-((S)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrrolidin-3-yl)-2-methylmorpholine;

(R)-2-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-ylamino)ethanol;

(R)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)azetidin-3-ol;

(R)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)pyrrolidin-3-ol;

(R)—N-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)methanesulfonamide;

(R)-4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-(pyridin-3-ylmethyl)pyrimidin-2-amine;

(S)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)-N-methylpyrrolidin-3-amine;

(R)-4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-(2-(methylsulfonyl)ethyl)pyrimidin-2-amine;

(R)—N-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,3′-bipyridin-6′-yl)methanesulfonamide;

(R)-3-(6-(1H-indazol-6-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

(R)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)-N-methylpyrrolidin-3-amine;

(R)-1-(6′-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,2′-bipyridin-6-yl)piperidin-4-ol;

(R)-2-(6′-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,2′-bipyridin-6-ylamino)ethanol;

(R)-1-(6′-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,2′-bipyridin-6-yl)-N-methylpyrrolidin-3-amine;

(R)-1-(4-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)-N-methylpyrrolidin-3-amine;

(R)-2-(4-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)piperazin-1-yl)ethanol;

(R)-2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)piperazin-1-yl)ethanol;

1-((2S ,6R)-4-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-2,6-dimethylpiperazin-1-yl)-2-hydroxyethanone;

(R)-1-(6′-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,2′-bipyridin-6-yl)pyrrolidin-3-ol;

(R)-2-(4-(6′-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,2′-bipyridin-6-yl)piperazin-1-yl)ethanol;

(R)-4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)benzenesulfonamide;

(R)-3-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)benzenesulfonamide;

(R)—N-(6′-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,2′-bipyridin-6-yl)methanesulfonamide;

(R)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(2′-(piperazin-1-yl)-2,4′-bipyridin-6-yl)imidazo[1,2-b]pyridazine;

(R)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(4-(methylsulfonyl)phenyl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

(R)-4-(2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-1H-pyrazol-1-yl)ethyl)morpholine;

(R)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(2′-(4-isopropylpiperazin-1-yl)-2,4′-bipyridin-6-yl)imidazo[1,2-b]pyridazine;

(R)-4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)-N-methylbenzenesulfonamide;

(S)-1-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)pyrrolidin-3-ol;

{1-[(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)amino]cyclopentyl}methanol;

(3S,4S)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidine-3,4-diol;

1-{6-[6-(3-phenylthiomorpholin-4-yl)imidazo[1,2-b]pyridazin-3-yl]pyridin-2-yl}piperidin-4-ol;

2-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-[(1-methanesulfonylpiperidin-4-yl)oxy]pyridine;

(3S,4S)-1-(6-{6-[(2S)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidine-3,4-diol;

(3S,4S)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidine-3,4-diol;

N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-N-methylmethanesulfonamide;

2-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-(3-fluoropiperidin-1-yl)pyridine;

N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-N-methylacetamide;

N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-2-hydroxy-N-methylacetamide;

2-(3,3-difluoropiperidin-1-yl)-6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine;

N-ethyl-N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]acetamide;

N-ethyl-N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-2-hydroxyacetamide;

N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]methanesulfonamide;

N-[1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]-N-methylmethanesulfonamide;

N-[1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]acetamide;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-3-methylpiperidin-4-ol;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-amine;

2,2,2-trifluoro-N-[(3S)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]acetamide;

N-[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]methanesulfonamide;

N-ethyl-N-[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]acetamide;

N-[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-yl]-N-methylmethanesulfonamide;

(3S)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-amine;

2-(dimethylamino)-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-one;

(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-3-methylpiperazine;

2-[(2R)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-methylpiperazin-1-yl]-2-oxoethyl acetate;

1-[(2R)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-methylpiperazin-1-yl]-2-hydroxyethan-1-one;

2-amino-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-one;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-(methylamino)ethan-1-one;

2-(dimethylamino)-1-[(2R)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-methylpiperazin-1-yl]ethan-1-one;

(3R)-3-{[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]carbonyl}morpholine;

(3R)-3-{[(2R)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-methylpiperazin-1-yl]carbonyl}morpholine;

(3R,4R)-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-yl]pyrrolidine-3,4-diol;

1-(6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-ol;

1-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-ol;

1-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-methylpiperazine;

2-[(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)amino]ethan-1-ol;

1-(5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrimidin-2-yl)piperidin-4-ol;

(3R)-1-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-ol;

(3S)-1-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-ol;

(3R,4R)-1-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidine-3,4-diol;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N,N-dimethylpiperidin-4-amine;

1-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N,N-dimethylpiperidin-4-amine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N,N-dimethylpiperidin-4-amine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-one;

[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]carbamate;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl N-methylcarbamate;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl N-tert-butylcarbamate;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-one;

N,N-diethyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-amine;

2,2,2-trifluoro-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-one;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-methanesulfonylpiperazine;

2-(benzyloxy)-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-one;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-hydroxyethan-1-one;

2-{[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]amino}ethan-1-ol;

2-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-(1,2,3,6-tetrahydropyridin-1-yl)pyridine;

N,N-diethyl-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-amine;

N-cyclopropyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-amine;

(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpyrrolidin-3-amine;

(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpyrrolidin-3-amine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpiperidin-4-amine;

2-fluoro-N-[1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-N,2-dimethylpropanamide;

2-fluoro-N-[1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-N-methylpropanamide;

1-tert-butyl-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidine-3-carboxylic acid;

2-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-[4-(pyrrolidin-1-yl)piperidin-1-yl]pyridine;

2-fluoro-N-[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]-N,2-dimethylpropanamide;

2,2,2-trifluoro-N-[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-N-methylacetamide;

2-fluoro-N-[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl]pyridin-2-yl)pyrrolidin-3-yl}-N,2-dimethylpropanamide;

[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-yl]methanol; (3R)—N-(2-fluoro-2-methylpropyl)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpyrrolidin-3-amine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-(propane-2-sulfonyl)piperazine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-[(2-methylpropane)sulfonyl]piperazine;

1-(butane-2-sulfonyl)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazine;

1-(ethanesulfonyl)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazine;

(3S)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpyrrolidin-3-amine; —(3S)—N-ethyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-amine;

(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-(2,2,2-trifluoroethyl)pyrrolidin-3-amine;

2-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-oxoethyl acetate;

{[(3R)-1-(6-{6-[(R2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]carbamoyl}methyl acetate;

N-[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-2-hydroxyacetamide;

4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-1-methylpiperazin-2-one;

4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-1-(2-hydroxyethyl)piperazin-2-one;

2-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-[4-(piperidin-1-yl)piperidin-1-yl]pyridine;

{[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]methyl}dimethylamine;

2-(4,4-dimethylpiperidin-1-yl)-6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine;

2-(3,3-dimethylpiperidin-1-yl)-6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine;

4-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]benzoic acid;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-methyl-1-oxopropan-2-yl acetate;

(2S)-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-1-oxopropan-2-yl acetate;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N,N-dimethylpiperidin-4-amine;

N,N-diethyl-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazine-1-sulfonamide;

N-ethyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpiperidin-4-amine;

(2)-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-hydroxypropan-1-one;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-hydroxy-2-methylpropan-1-one;

8-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-1,4-dioxa-8-azaspiro[4.5]decane;

4-ethyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-ol;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-(propan-2-yl)piperidin-4-ol;

4-ethenyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-ol;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-methylpiperidin-4-ol;

8-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-3-methyl-1,3,8-triazaspiro[4.5]decane-2,4-dione;

(1S)-1-{[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]carbamoyl}ethyl acetate;

(2S)—N-[(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]-2-hydroxypropanamide;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-3-(trifluoromethyl)piperazine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-methylpiperidin-3-amine;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-yl]-N,N-dimethylpiperidin-4-amine;

2-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-(trifluoromethyl)piperazin-1-yl]-2-oxoethyl acetate;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-(trifluoromethyl)piperazin-1-yl]-2-hydroxyethan-1-one;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-yl]-N-methylpiperidin-4-amine;

4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-ol;

N-cyclopropyl-1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-yl]piperidin-4-amine;

1-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-yl]piperidin-4-one;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-(pyridin-3-yl)piperazine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-(pyridin-2-yl)piperazine;

1-(4-fluorophenyl)-4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-(6-methylpyridin-2-yl)piperazine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-[5-(trifluoromethyl)pyridin-2-yl]piperazine;

2-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-N-methyl-N-phenylacetamide;

2-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-2-oxoacetic acid;

2-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-ol;

2-[4-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]-N-(propan-2-yl)acetamide;

[1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-yl]methanol;

[1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-3-yl]methanol;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidine-4-carbonitrile;

2-[4-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazin-1-yl]ethan-1-ol;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-ol;

1-(6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-4-(propan-2-yl)piperazine;

(3)-1-(6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N,N-dimethylpyrrolidin-3-amine;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-ol;

(3R)-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N,N-dimethylpyrrolidin-3-amine;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-N-(2-hydroxyethyl)piperidine-4-carboxamide;

N-[2-(dimethylamino)ethyl]-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidine-4-carboxamide;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidine-3-carboxylic acid;

N-(cyanomethyl)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidine-4-carboxamide;

2-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrazine;

N-[(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrrolidin-3-yl]acetamide;

1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrazin-2-yl)piperidin-4-ol;

(3S)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrazin-2-yl)-N,N-dimethylpyrrolidin-3-amine;

2-[4-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrazin-2-yl)piperazin-1-yl]ethan-1-ol;

(3R)-1-(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrazin-2-yl)-N,N-dimethylpyrrolidin-3-amine;

N-[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-yl]acetamide;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-amine;

N-[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-yl]methanesulfonamide;

N-ethyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-amine;

N,N-diethyl-1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-amine;

N-[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-yl]-2-hydroxyacetamide;

N-ethyl-N-[1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)azetidin-3-yl]methanesulfonamide;

1-[6-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyridin-2-yl]piperidin-4-ol;

6-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)-2-oxa-6-azaspiro[3.3]heptane;

6-[4-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)pyrimidin-2-yl]-2-oxa-6-azaspiro[3.3]heptane;

1-(6-{6-[(3S)-3-phenylmorpholin-4-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidin-4-ol;

1-(6-{6-[3-(3-fluorophenyl)morpholin-4-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperidine-4-carbaldehyde;

3-(3-fluorophenyl)-4-(3-{6-[4-(4-methyl-1H-imidazol-2-yl)piperidin-1-yl]pyridin-2-yl}imidazo[1,2-b]pyridazin-6-yl)morpholine;

3-(3-fluorophenyl)-4-[3-(6-{4-[2-(methylsulfanyl)ethyl]piperazin-1-yl}pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl]morpholine;

3-(3-fluorophenyl)-4-(3-{6-[4-(2-methanesulfonylethyl)piperazin-1-yl]pyridin-2-yl}imidazo[1,2-b]pyridazin-6-yl)morpholine;

(N-cyclopropyl-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)piperidin-4-amine);

3-(3-fluorophenyl)-4-(3-{6-[4-(1H-1,2,4-triazol-5-yl)piperidin-1-yl]pyridin-2-yl}imidazo[1,2-b]pyridazin-6-yl)morpholine, and

3-(3-fluorophenyl)-4-(3-{6-[4-(1,2,4-oxadiazol-5-yl)piperidin-1-yl]pyridin-2-yl}imidazo[1,2-b]pyridazin-6-yl)morpholine.

12. The compound of claim 1 , wherein the compound is (R)-1-(4-(6-(6-((R)-2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-yl)pyrrolidin-3-ol.

13. The compound of claim 1 , wherein the compound is (R)-1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2,4′-bipyridin-2′-yl)piperidin-4-ol.

14. A pharmaceutical composition comprising a therapeutically effective amount of a compound of Formula (I) of claim 1 and a pharmaceutically acceptable carrier.

15. A compound selected from:

6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one;

3-(6-((3S)-2-(3-fluorophenyl)-3-hydroxypyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

5-(6-(2-(2,5-dimethylphenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-fluorobenzonitrile;

(R)-4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(5-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)morpholine;

4-(5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)morpholine;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N-methylpicolinamide;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

5-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N-methylpicolinamide;

(S)-4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(R)-4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)morpholine;

4-(6-(2-phenylazetidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(R)-4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(S)-4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(6-(2-(3-fluorophenyl)-2-methylpyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one;

6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one;

6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one;

4-(6-(2-(2,5-difluorophenyl)-5-methylpyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(2-(4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-1H-pyrazol-1-yl)ethyl)morpholine;

N-(2-(4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-1H-pyrazol-1-yl)ethyl)acetamide;

(Z)-3-((1H-pyrrol-2-yl)methylene)-6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-fluorobenzonitrile;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-morpholinobenzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-fluorobenzonitrile;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(dimethylamino)benzonitrile;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-morpholinoethylamino)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-morpholinoethylamino)benzonitrile;

3-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(pyrrolidin-1-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(pyrrolidin-1-yl)ethoxy)benzonitrile;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)nicotinonitrile;

6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinonitrile;

4-(4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)thiazol-2-yl)morpholine;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(3-morpholinopropylamino)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(1-methylpyrrolidin-3-yloxy)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-((1-methylpyrrolidin-3-yl)methoxy)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(3-morpholinopropoxy)benzonitrile;

3-(5-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

4-(5-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

3-(5-(2-(2,5-difluorophenyl)thiazolidin-3-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

3-(5-(2-(2,5-difluorophenyl)thiazolidin-3-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

3-(3-(1H-imidazol-2-yl)phenyl)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3H-imidazo[4,5-b]pyridine;

3-(5-(2-(2,5-difluorophenyl)-4-oxothiazolidin-3-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

3-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

4-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3H-imidazo[4,5-b]pyridin-3-yl)benzonitrile;

3-(6-(2-(3-fluorophenyl)-3-oxopyrazolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

2-(1,3-bis(dimethylamino)propan-2-yloxy)-4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(1-(dimethylamino)propan-2-yloxy)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(1-methylpyrrolidin-2-yl)ethoxy)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(3-(dimethylamino)-2-hydroxypropoxy)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-((1-methylpyrrolidin-2-yl)methoxy)benzonitrile;

4-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

3-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

2-(2-(diethylamino)ethylamino)-4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

7-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-oxo-1,2-dihydroquinoline-3-carbonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-morpholinoethylamino)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(pyrrolidin-1-yl)ethoxy)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(1-methylpyrrolidin-2-yl)ethoxy)benzonitrile;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(pyrrolidin-1-yl)ethoxy)benzonitrile;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-morpholinoethoxy)benzonitrile;

(R)-3-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(S)-3-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(R)-4-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(S)-4-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(6-(2-(2,5-dimethylphenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinic acid;

3-(6-((2R,4S)-3,3-difluoro-4-methyl-2-phenylpyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

3-(6-(2-phenylpyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(6-(2-phenylpyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3,4-dihydro-2H-benzo[e][1,3]oxazin-2-one;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-((R)-pyrrolidin-2-ylmethoxy)benzonitrile;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-((S)-pyrrolidin-2-ylmethoxy)benzonitrile

2-(4-(3-(dimethylamino)propyl)piperazin-1-yl)-5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(4-isopropylpiperazin-1-yl)ethoxy)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(2-(4-(2-hydroxyethyl)piperazin-1-yl)ethoxy)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(((R)-5-oxopyrrolidin-2-yl)methoxy)benzonitrile;

3-(6-((2R,4S)-3,3-difluoro-2-(3-fluorophenyl)-4-methylpyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(1H-indol-4-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(1-methyl-1H-indol-2-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(1H-indol-5-yl)imidazo[1,2-b]pyridazine;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(piperidin-1-yl)thiazole;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(5-(pyrrolidin-1-yl)pyrazin-2-yl)imidazo[1,2-b]pyridazine;

3-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

tert-butyl 5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-methylphenylcarbamate;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(pyridin-2-yl)imidazo[1,2-b]pyridazine;

3-(6-chloropyrazin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

2-chloro-5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)thiazole;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N,N-dimethylpyrazin-2-amine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)morpholine;

(S)-6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinonitrile;

(R)-6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinonitrile;

3-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(1H-indol-4-yl)imidazo[1,2-b]pyridazine;

4-(6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)morpholine;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(1H-indol-5-yl)imidazo[1,2-b]pyridazine;

(R)-4-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

(S)-4-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(1H-indazol-5-yl)imidazo[1,2-b]pyridazine;

3-(5-fluoro-6-methylpyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

3-(3-fluorophenyl)-4-(3-(pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)nicotinonitrile;

2-fluoro-5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-methoxypyridin-2-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazine;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N-(2-hydroxyethyl)picolinamide;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinamide;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(1H-indazol-6-yl)imidazo[1,2-b]pyridazine;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(1H-indazol-6-yl)imidazo[1,2-b]pyridazine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(piperazin-1-yl)pyridin-3-yl)imidazo[1,2-b]pyridazine;

2-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylamino)ethanol;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazine;

7-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-oxo-1,2-dihydroquinoline-3-carbonitrile;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(piperazin-1-ylmethyl)benzonitrile;

N1,N1-diethyl-N2-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)ethane-1,2-diamine;

(2S)-3-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylamino)propane-1,2-diol;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(6-(piperazin-1-yl)pyridin-3-yl)imidazo[1,2-b]pyridazine;

6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)-3-(6-(piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazine;

3-(3-fluorophenyl)-4-(3-(5-(morpholinomethyl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

4-((6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-3-yl)methyl)morpholine;

4-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-2-((4-methylpiperazin-1-yl)methyl)benzonitrile;

3-(3-fluorophenyl)-4-(3-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

(5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)(4-hydroxypiperidin-1-yl)methanone;

3-(3-fluorophenyl)-4-(3-(6-morpholinopyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

3-(3-fluorophenyl)-4-(3-(6-(piperazin-1-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

4-(6-(2-(2-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

3-(6-(2-(2-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)benzonitrile;

4-(4-(6-(2-(2-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)thiazol-2-yl)morpholine;

N-(5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyrazin-2-yl)cyclopropanecarboxamide;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-((4-methylpiperazin-1-yl)methyl)benzonitrile;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-methoxythiazole;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)thiazole-2-carboxylic acid;

(4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)thiazol-2-yl)methanol;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(1-methyl-1H-imidazol-2-yl)imidazo[1,2-b]pyridazine;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-2-(piperazin-1-ylmethyl)thiazole;

2,2′-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylazanediyl)diethanol;

4-(2-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yloxy)ethyl)morpholine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(2-(pyrrolidin-1-yl)ethoxy)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-((6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)methyl)morpholine;

4-((6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)methyl)-2,6-dimethylmorpholine;

1-((6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)methyl)pyrrolidin-3-ol;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazol[1,2-b]pyridazin-3-yl)-2-methoxythiazole;

6-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)nicotinonitrile;

5-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-1-(piperidin-4-yl)-1H-benzo[d]imidazol-2(3H)-one;

(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)methanol;

6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinamide;

(R)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazine;

6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ol;

6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinic acid;

2-fluoro-3-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)quinoline;

3-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)quinolin-2(1H)-one ;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)quinoline;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(4-(methylsulfonyl)phenyl)imidazo[1,2-b]pyridazine;

(1-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-ylamino)cyclopentyl)methanol;

3-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)quinoline;

(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)(4-hydroxypiperidin-1-yl)methanone;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(2-fluoropyridin-4-yl)imidazo[1,2-b]pyridazine;

N1,N1-diethyl-N2-(6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)ethane-1,2-diamine;

4-(3-(6-(2,5-diazabicyclo [2.2.1]heptan-2-yl)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)-3-(3-fluorophenyl)morpholine;

6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-N-(2-(piperazin-1-yl)ethyl)pyridin-2-amine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(1-(methylsulfonyl)piperidin-4-yloxy)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-2-fluorobenzonitrile;

2-ethoxy-4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)thiazole;

5-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-2-fluorobenzonitrile;

4-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinic acid;

5-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)picolinic acid;

4-(6-(6-(2-(pyridin-2-yl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)morpholine;

6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N-methylpyridin-2-amine;

6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N-isopropylpyridin-2-amine;

N-(6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)methanesulfonamide;

6-(6-(2-(3-fluorophenyl)piperidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-N,N-dimethylpyridin-2-amine;

6-(2-(3-fluorophenyl)piperidin-1-yl)-3-(6-(piperidin-4-yloxy)pyridin-2-yl)imidazo[1,2-b]pyridazine,

4-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-a]pyridin-3-yl)-2-ethoxythiazole;

6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)-N-(2-(piperazin-1-yl)ethyl)pyridin-2-amine;

(S)-6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one;

(R)-6-(6-(3-(3-fluorophenyl)morpholino)imidazo[1,2-b]pyridazin-3-yl)indolin-2-one;

3-(6-(1,3-dioxolan-2-yl)pyridin-2-yl)-6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazine;

6-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2(1H)-one;

2-(4-(6-(6-(2-(3-fluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)pyridin-2-yl)pyrimidin-2-ylamino)ethanol;

3-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-1,2-dihydroquinolin-2-one;

5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}quinoline;

3-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}quinoline;

2-[(5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrimidin-2-yl)amino]ethan-1-ol;

5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N-methylpyrimidin-2-amine;

5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N,N-dimethylpyrimidin-2-amine;

2-chloro-5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrimidine;

tert-butyl 4-[(5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrimidin-2-yl)oxy]piperidine-1-carboxylate;

5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-2-(piperidin-4-yloxy)pyrimidine;

5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyrimidine;

5-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-1,2-dihydropyrimidine;

6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N-methyl-N-(piperidin-4-yl)pyridin-2-amine;

N-cyclobutyl-6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-amine;

N-cyclopropyl-6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-amine;

6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N,N-dimethylpyridin-2-amine;

3-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-1H-pyrrole;

6-{6-[3-(3-fluorophenyl)morpholin-4-yl]imidazo[1,2-b]pyridazin-3-yl}-N,N-dimethylpyridin-2-amine;

3-(3-fluorophenyl)-4-(3-(6-(piperidin-4-yloxy)pyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl)morpholine;

2-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-(piperidin-4-yloxy)pyridine;

6-(2-(3-fluorophenyl)pyrrolidin-1-yl)-3-(6-(piperidin-4-yloxy)pyridin-2-yl)imidazo[1,2-b]pyridazine;

4-(4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-1H-pyrazol-1-yl)piperidine;

2-fluoro-4-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine;

2-(3-fluorophenyl)-1-[3-(4-methanesulfonylphenyl)imidazo[1,2-b]pyridazin-6-yl]pyrrolidine;

6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine-2-carboxylic acid;

6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-ol;

6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine-2-carboxamide;

6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine-2-carboxamide;

6-{6-[(2S)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine-2-carboxamide;

6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N-methylpyridine-2-carboxamide;

(3R)-1-[(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)carbonyl]-N,N-dimethylpyrrolidin-3-amine;

1-[(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)carbonyl]piperidin-4-ol;

4-[(6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)carbonyl]morpholine;

1-(6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)piperazine;

6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N-[1-(propan-2-yl)piperidin-4-yl]pyridin-2-amine;

2-fluoro-6-{6-[(2S)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine;

2-fluoro-6-{6-[(2R)-2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridine;

diethyl({2-[(6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)amino]ethyl})amine;

6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N-methylpyridin-2-amine;

6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-N-(propan-2-yl)pyridin-2-amine;

N-(6-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}pyridin-2-yl)methanesulfonamide;

2-{6-[2-(3-fluorophenyl)piperidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-(piperidin-4-yloxy)pyridine;

1-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-1H-pyrazole;

2-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-6-(piperazin-1-yl)pyrazine;

6-{6-[2-(3-fluorophenyl)pyrrolidin-1-yl]imidazo[1,2-b]pyridazin-3-yl}-2,3-dihydro-1H-indol-2-one;

6-{6-[3-(3-fluorophenyl)morpholin-4-yl]imidazo[1,2-b]pyridazin-3-yl}-2,3-dihydro-1H-indol-2-one;

3-(3-fluorophenyl)-4-{3-[6-(piperazin-1-yl)pyridin-2-yl]imidazo[1,2-b]pyridazin-6-yl}morpholine, and

(3S)-4-[3-(6-fluoropyridin-2-yl)imidazo[1,2-b]pyridazin-6-yl]-3-phenylmorpholine.

Assignments (4)
MERGER Recorded Apr 16, 2015
From: IRM LLC
To: NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.
Reel/Frame 035444/0397 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 16, 2015
From: NOVARTIS INTERNATIONAL PHARMACEUTICAL LTD.
To: NOVARTIS AG
Reel/Frame 035453/0224 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2011
From: ALBAUGH, PAMELA A.; CHOI, HA-SOON; CHOPIUK, GREGORY; FAN, YI; RUCKER, PAUL VINCENT; WANG, ZHICHENG
To: IRM LLC
Reel/Frame 025596/0736 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 6, 2011
From: ALBAUGH, PAMELA A.; CHOI, HA-SOON; CHOPIUK, GREGORY; FAN, YI; RUCKER, PAUL VINCENT; WANG, ZHICHENG
To: IRM LLC
Reel/Frame 025597/0154 →
Continuity (3)
Provisional Application 61052879 · May 13, 2008
Provisional Application 61152872 · Feb 16, 2009
Related Publication 20110166133A1 · Jul 7, 2011