IP Library Granted Patent US 8,691,810
Granted Patent B2
US 8,691,810 · App. 13/106,076 · Granted Apr 8, 2014

Pyrrolopyridine and pyrrolopyrimidine inhibitors of kinases

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Quick Facts
Patent No.
US 8,691,810
App. No.
13/106,076
Granted
Apr 8, 2014
Kind
B2
Abstract

The present invention relates to compounds of formula (I) or pharmaceutical acceptable salts, wherein A, B, R 1 , R 2 , R 3 , R 4a , R 5 , and Z are defined in the description. The present invention relates also to methods of making said compounds, and compositions containing said compounds which are useful for inhibiting kinases such as aurora.

Claims (202)

1. A compound having formula I

wherein

A is heteroaryl,

B is aryl, heteroaryl, heterocycloalkenyl, or —CH═CH—;

X is —CH 2 —, —NR 8 —, —O—, —S—, —S(O)—, or —SO 2 —;

Z is C—R 4b ;

m is 0, 1, or 2;

n is 1 or 2;

p is 0, 1, 2, 3, or 4;

R 1 is halogen, —OR 9 , or —NR 10 R 11 ;

R 2 and R 3 are independently hydrogen or C 1-8 -alkyl, wherein the C 1-8 alkyl is optionally substituted with aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-4 -alkoxy, —NH 2 , —NH(C 1-4 -alkyl), or —N(C 1-4 -alkyl) 2 ;

R 4a and R 4b are independently hydrogen, nitro, halogen, cyano, C 1-4 -alkyl, C 1-4 -haloalkyl, —OR a , —NR b R c ; —C(O)OR a , —C(O)NR b R c , —NR b C(O)R c , —NHC(O)NHR b , or —NHSO 2 R a ;

R 5 is R 6 , nitro, halogen, cyano, C 1-4 -haloalkyl, OR d , —C(O)R d , —C(O)OR d , —OC(O)R d , —NR e R f , —NR e C(O)R d , —NHC(O)NHR e , —NHSO 2 R e , —C(O)NR e R f , —SR c , —S(O)R c , —SO 2 R c , or —SO 2 NR c NR d ;

R 6 is C 1-8 -alkyl, aryl, or heterocyclyl, wherein the R 6 C 1-8 -alkyl substituent is optionally substituted with one or more substituents selected from the group consisting of R 7 , halogen, cyano, nitro, —OR g , —C(O)R g , —C(O)OR g , —OC(O)R g , —NR h R i , —NR h C(O)R g , —NHC(O)NHR h , and —C(O)NR h R i ; and wherein the R 6 aryl or heterocyclyl substituents are optionally substituted with one or more substituents independently selected from the group consisting of C 1-8 -alkyl, aryl, heterocyclyl, halogen, cyano, nitro, C 1-4 -haloalkyl, —OR j , —C(O)R j , —C(O)OR j , —OC(O)R j , —NR k R l , —NR k C(O)R j , —NHC(O)NHR k , —NHSO 2 R j , —C(O)NR k R l , —SR j , —S(O)R j , —SO 2 R j , and —SO 2 NR k NR l ;

R 7 is cycloalkyl, aryl, heteroaryl, or heterocycloalkyl, wherein the cycloalkyl, aryl, heteroaryl, or heterocycloalkyl are optionally substituted with C 1-8 -alkyl, halogen, cyano, nitro, C 1-4 -haloalkyl, —OR j , —C(O)R j , —C(O)OR j , —OC(O)R j , —NR k R l , —NR k C(O)R j , —NHC(O)NHR k , —NHSO 2 R l , —C(O)NR k R l , —SR j , —S(O)R j , —SO 2 R j , or —SO 2 NR k NR l ,

R 8 is hydrogen, C 1-8 -alkyl, or —C(O)C 1-8 -alkyl;

R 9 is hydrogen, C 1-8 -alkyl, phenyl, or benzyl, wherein the C 1-8 -alkyl is optionally substituted with —OC 1-8 -alkyl, —C(O)C 1-8 -alkyl, —C(O)OC 1-8 -alkyl, or —OC(O)C 1-8 -alkyl, and wherein R 9 phenyl or benzyl ring is optionally substituted with —OC 1-8 -alkyl, —C(O)C 1-8 -alkyl, —C(O)OC 1-8 -alkyl, or —OC(O)C 1-8 -alkyl;

R 10 is hydrogen or C 1-8 -alkyl;

R 11 is hydrogen, C 1-8 -alkyl, —C(O)R m , —C(O)NH 2 , —C(O)NHR m , —C(O)NR m R n , or —S(O) 2 R m ;

R a , at each occurrence, is selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R b and R c , at each occurrence, are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R d , at each occurrence, is selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R e and R f , at each occurrence, are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -Cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R g , at each occurrence, is selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R h and R i , at each occurrence, are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R j , at each occurrence, is selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R k and R l , at each occurrence, are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, C 2-8 -alkenyl, C 2-8 -alkynyl, aryl, heterocyclyl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 ;

R m and R n , at each occurrence, are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, phenyl, and benzyl;

or a pharmaceutically acceptable salt thereof.

2. The compound of claim 1 , wherein A is thiazolyl, pyridinyl, or pyrrolyl.

3. The compound of claim 1 , wherein X is —CH 2 — or —NR 8 — and m is 1 and n is 1.

4. The compound of claim 1 , wherein R 2 is hydrogen.

5. The compound of claim 1 , wherein B is phenyl, pyridyl, tetrahydropyridyl, pyrimidinyl, pyridazinyl, pyrrolyl, imidazyl, pyrazolyl, triazolyl, furanyl, thiophenyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, oxadiazolyl, or isothiazolyl.

6. The compound according to claim 1 , wherein B is indolyl, isoindolyl, indazolyl, isoindazoyl, quinolinyl, benzoxazolyl, benzofuranyl, benzothiophenyl, benzothiazolyl, benzimidazolyl, benzotriazolyl, 1,2,3,4-tetrahydroquinoline, 1,2,3,4-tetrahydroisoquinoline, isoindolinyl, indolinyl, or pyrazolo[1,5-a]pyridine.

7. The compound according to claim 5 , wherein B is pyridinyl, tetrahydropyridinyl, pyrazolyl, or phenyl.

8. The compound of claim 1 , wherein R 3 is hydrogen.

9. The compound of claim 1 , wherein R 4a and R 4b are each independently hydrogen, hydroxy, nitro, halogen, cyano, trifluoromethyl, trifluoromethoxy, or C 1-4 -alkyl.

10. The compound of claim 9 , wherein R 4a is hydrogen and R 4b is halogen.

11. The compound of claim 1 , wherein R 1 is —OH or —NH 2 .

12. The compound of claim 1 , wherein R 1 is fluoro.

13. The compound of claim 5 , wherein B is substituted with R 5 and p is 1, wherein R 5 is C 1-8 -alkyl, wherein the C 1-8 -alkyl is optionally substituted one or two substituents independently selected from the group consisting of R 7 , —OR g , —C(O)OR g , —NR h R i , —NR h C(O)R 9 , and —C(O)NR h R i , wherein R 7 is heterocycloalkyl is optionally substituted with C 1-8 -alkyl, C 1-4 -haloalkyl, halogen, —OR j , or —NR k R l , wherein R g , R h , R i , R j , R k , and R l are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, aryl, and C 3-8 -cycloalkyl.

14. The compound of claim 5 , wherein B is substituted with R 5 and p is 1, wherein R 5 is heterocycloalkyl, wherein the heterocycloalkyl is optionally substituted with C 1-8 -alkyl, C 1-4 -haloalkyl, halogen, —OR j , or —NR k R l , wherein R j , R k , and R l are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, aryl, and C 3-8 -cycloalkyl.

15. The compound of claim 5 , wherein B is substituted with R 5 and p is 1, 2, or 3, and R 5 is selected from the group consisting of halogen, C 1-4 -haloalkyl, OR d , —C(O)OR d , —NR e C(O)R d , —NHSO 2 R e , —C(O)NR e R f , —SO 2 R c , and —SO 2 NR c NR d ; R d , R e , and R f are independently selected from the group consisting of hydrogen, C 1-8 -alkyl, aryl, and C 3-8 -cycloalkyl, wherein the C 1-8 -alkyl, aryl, and C 3-8 -cycloalkyl are optionally substituted with one or more substituents independently selected from the group consisting of aryl, heterocyclyl, C 3-8 -cycloalkyl, halogen, cyano, hydroxy, C 1-8 -alkoxy, —NH 2 , —NH(C 1-8 -alkyl), and —N(C 1-8 -alkyl) 2 .

16. The compound of claim 1 of formula (I), selected from the group consisting of

1-(5-{5-chloro-2-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[5-fluoro-2-(4-piperazin-1-ylphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-(5-{2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

5-chloro-4-{2-[1-(methoxymethoxy)cyclobutyl]-1,3-thiazol-5-yl}-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridine;

1-(5-{5-chloro-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[5-chloro-2-(4-piperazin-1-ylphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

5-chloro-4-[2-(1-methoxycyclobutyl)-1,3-thiazol-5-yl]-2-(4-piperazin-1-ylphenyl)-1H-pyrrolo[2,3-b]pyridine;

1-(5-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-fluoro-2-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-fluoro-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

3-(5-{5-chloro-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)oxetan-3-ol;

3-(5-{5-chloro-2-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)oxetan-3-ol;

1-(5-{5-chloro-2-[1-(1,3-dioxolan-2-ylmethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-{1-[2-(dimethylamino)ethyl]-1H-pyrazol-4-yl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-(5-{5-chloro-2-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}benzoic acid;

1-{5-[5-chloro-2-(1-{2-[cyclopropyl(methyl)amino]ethyl}-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-(5-{5-chloro-2-[6-(4-methylpiperazin-1-yl)pyridin-3-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-{4-[(4-methylpiperazin-1-yl)carbonyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

5-chloro-4-(2-{3-[(4-methoxybenzyl)oxy]oxetan-3-yl}-1,3-thiazol-5-yl)-2-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine;

3-(5-{5-chloro-2-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)oxetan-3-ol;

1-{5-[5-chloro-2-(5-piperidin-3-yl-1,2,4-oxadiazol-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}phenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

1-(5-{5-chloro-2-[3-fluoro-4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-{4-[(dimethylamino)methyl]-3-fluorophenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-fluorobenzyl)pyrrolidin-3-ol;

1-[5-(5-chloro-2-{3-fluoro-4-[(3-fluoropyrrolidin-1-yl)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-[5-(5-chloro-2-{3-fluoro-4-[(2-methylpyrrolidin-1-yl)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-{5-[5-chloro-2-(4-{[cyclopropyl(methyl)amino]methyl}-3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-[5-(5-chloro-2-{3-fluoro-4-[(4-fluoropiperidin-1-yl)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-[5-(5-chloro-2-{4-[(4,4-difluoropiperidin-1-yl)methyl]-3-fluorophenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-[5-(5-chloro-2-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-[5-(5-chloro-2-pyridin-4-yl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-(5-{5-chloro-2-[4-(ethylsulfonyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

3-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}benzoic acid;

(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}phenyl)acetic acid;

(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-1H-pyrazol-1-yl)acetic acid;

1-(5-{5-chloro-2-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[5-chloro-2-(2-methylphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(3-methylphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(2-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(3-methoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(1,2,3,4-tetrahydroisoquinolin-7-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(3-piperidin-4-yl-1,2,4-oxadiazol-5-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-3-(pyrrolidin-1-ylmethyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3-methylphenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-methoxyphenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

1-{5-[5-chloro-2-(1-piperidin-4-yl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

3-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}benzonitrile;

1-(5-{5-chloro-2-[1-(N,N-dimethylglycyl)-2,3-dihydro-1H-indol-5-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[5-chloro-2-(2,3-dihydro-1H-indol-5-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

3-(5-{5-fluoro-2-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)azetidin-3-ol;

1-(5-{5-chloro-2-[3-fluoro-4-(hydroxymethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-chloro-2-[4-(2-pyrrolidin-1-ylethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-{4-[(4-methyl-1,4-diazepan-1-yl)carbonyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-[5-(5-chloro-2-{4-[4-(dimethylamino)piperidin-1-yl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-{5-[5-fluoro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3-fluorophenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

N˜1˜-(3-chloro-4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}phenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-methylphenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

N˜1˜-(2-chloro-4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}phenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-fluorophenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

1-[5-(5-fluoro-2-{1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1H-pyrazol-4-yl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

2-(4-{5-fluoro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-1H-pyrazol-1-yl)-N-(methylsulfonyl)acetamide;

1-[5-(5-chloro-2-{1-[(1-methylpiperidin-4-yl)carbonyl]-1,2,3,6-tetrahydropyridin-4-yl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

N˜1˜-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3-methoxyphenyl)-N˜2˜,N˜2˜-dimethylglycinamide;

1-(5-{5-chloro-2-[4-(tetrahydrofuran-3-yloxy)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-chloro-2-[4-(tetrahydrofuran-2-ylmethoxy)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-chloro-2-[4-(1,4-dioxan-2-ylmethoxy)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-{4-[(1-methylpiperidin-4-yl)oxy]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-[5-(5-fluoro-2-{1-[2-(4-methyl-1,4-diazepan-1-yl)-2-oxoethyl]-1H-pyrazol-4-yl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-{5-[5-chloro-2-(1,5-dimethyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(2,3-dihydro-1,4-benzodioxin-6-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-[5-(5-chloro-2-{-4-[(3,3-difluoropiperidin-1-yl)methyl]-3-fluorophenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

4-(4-{5-chloro-4-[2-(1-hydroxycyclobutyl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-2-fluorobenzyl)piperazin-2-one;

1-{5-[5-chloro-2-(4-{[3-(dimethylamino)pyrrolidin-1-yl]methyl}-3-fluorophenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(3-fluoro-4-{[4-(trifluoromethyl)piperidin-1-yl]methyl}phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-chloro-2-(3-fluoro-4-{[3-(trifluoromethyl)piperidin-1-yl]methyl}phenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-[5-(5-chloro-2-{3-fluoro-4-[(2-methylpiperidin-1-yl)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-(5-{5-chloro-2-[3-fluoro-4-(piperazin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-{4-[(4-fluoropiperidin-1-yl)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-(5-{5-chloro-2-[1-(pyridin-2-ylmethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-chloro-2-[1-(pyridin-3-ylmethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-chloro-2-[1-(pyridin-4-ylmethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-chloro-2-pyrazolo[1,5-a]pyridin-3-yl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

3-[5-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]azetidin-3-ol;

1-{5-[5-chloro-2-(1,2,3,6-tetrahydropyridin-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[5-fluoro-2-(3,4,5-trimethoxyphenyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-(5-{5-fluoro-2-[3-(methylsulfonyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-[5-(5-fluoro-2-quinolin-6-yl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]cyclobutanol;

1-{5-[5-fluoro-2-(5-methoxy-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

3-[5-(5-fluoro-2-pyridin-4-yl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]azetidin-3-ol;

3-{5-[5-fluoro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}azetidin-3-ol;

3-(5-{2-[4-(ethylsulfonyl)phenyl]-5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)azetidin-3-ol;

3-(5-{5-fluoro-2-[3-fluoro-4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)azetidin-3-ol;

3-[5-(5-fluoro-2-phenyl-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]azetidin-3-ol;

3-[5-(2-{4-[(3,3-difluoropiperidin-1-yl)methyl]phenyl}-5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]azetidin-3-ol;

3-[5-(5-fluoro-2-{4-[(2-methylpyrrolidin-1-yl)methyl]phenyl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]azetidin-3-ol;

3-[5-(5-fluoro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]-1-methylazetidin-3-ol;

1-(5-{5-chloro-2-[1-(1,4-dioxan-2-ylcarbonyl)-1,2,3,6-tetrahydropyridin-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-(5-{5-chloro-2-[1-(N,N-dimethylglycyl)-1,2,3,6-tetrahydropyridin-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[5-fluoro-2-(5-methoxy-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

1-{5-[2-(5-fluoro-1-methyl-1H-indol-3-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

3-(5-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)oxetan-3-ol;

3-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}oxetan-3-ol;

1-(5-{2-[3-(methylsulfonyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanol;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)-N-(4-methoxybenzyl)amine;

1-{1-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1H-pyrazol-4-yl}cyclobutanol;

5-chloro-4-[2-(1-fluorocyclobutyl)-1,3-thiazol-5-yl]-2-[1-(2-morpholin-4-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine;

5-chloro-4-[2-(1-fluorocyclobutyl)-1,3-thiazol-5-yl]-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridine;

5-chloro-4-[2-(1-fluorocyclobutyl)-1,3-thiazol-5-yl]-2-[1-(2-pyrrolidin-1-ylethyl)-1H-pyrazol-4-yl]-1H-pyrrolo[2,3-b]pyridine;

3-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}-1-methylpyrrolidin-3-ol;

3-(5-{5-chloro-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)-1-methylpyrrolidin-3-ol;

1-(5-{5-fluoro-2-[2-(4-oxa-1-azabicyclo[3.2.1]oct-5-yl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol;

1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutanamine;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-0yl}cyclobutyl)acetamide;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)benzamide;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)-N′-ethylurea;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)methanesulfonamide;

3-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}-1-methylazetidin-3-ol;

3-(5-{5-chloro-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)-1-methylazetidin-3-ol;

1-(1-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-4-yl)cyclobutanol;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)urea;

N′-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)-N,N-dimethylurea;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)-N,N-dimethylamine;

3-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}-1-ethylpyrrolidin-3-ol;

1-acetyl-3-(5-{5-chloro-2-[4-(morpholin-4-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)pyrrolidin-3-ol;

3-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}tetrahydrothiophene-3-ol 1,1-dioxide;

N-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)-N′-phenylurea;

N-benzyl-N′-(1-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}cyclobutyl)urea;

3-(5-{5-chloro-2-[3-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)-1-methylpyrrolidin-3-ol;

1-{3-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,2,4-oxadiazol-5-yl}cyclobutanol;

3-(5-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)-1-methylpyrrolidin-3-ol;

3-(5-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)-1-methylazetidin-3-ol;

3-(5-{5-chloro-2-[3-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)-1-methylazetidin-3-ol;

3-[5-(5-chloro-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]-1-methylpyrrolidin-3-ol;

1-(5-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}pyridin-2-yl)cyclobutanol;

3-{5-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-2-yl}tetrahydrothiophene-3-ol;

3-(1-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1H-pyrazol-4-yl)oxetan-3-ol;

3-(5-{5-chloro-2-[1-(N,N-dimethylglycyl)-1,2,3,6-tetrahydropyridin-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)oxetan-3-ol;

3-(5-{5-chloro-2-[1-(1-methyl-L-prolyl)-1,2,3,6-tetrahydropyridin-4-yl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)oxetan-3-ol;

2-[4-{5-chloro-4-[2-(3-hydroxyoxetan-3-yl)-1,3-thiazol-5-yl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,6-dihydropyridin-1(2H)-yl]-N,N-dimethylacetamide;

3-[5-(5-chloro-2-{1-[(1,1-dioxidotetrahydrothien-3-yl)carbonyl]-1,2,3,6-tetrahydropyridin-4-yl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]oxetan-3-ol;

3-[5-(5-chloro-2-{1-[(1-methylpyrrolidin-3-yl)carbonyl]-1,2,3,6-tetrahydropyridin-4-yl}-1H-pyrrolo[2,3-b]pyridin-4-yl)-1,3-thiazol-2-yl]oxetan-3-ol;

3-(5-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)tetrahydrothiophene-3-ol 1,1-dioxide;

N-[3-(2-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-5-yl)oxetan-3-yl]-N′-phenylurea;

3-{2-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-5-yl}oxetan-3-amine;

N-(3-{2-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-5-yl}oxetan-3-yl)acetamide;

N-(3-{2-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-5-yl}oxetan-3-yl)-N′-phenylurea;

N-(3-{2-[5-chloro-2-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1,3-thiazol-5-yl}oxetan-3-yl)urea;

3-(2-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-5-yl)oxetan-3-amine;

N-[3-(2-{5-chloro-2-[4-(pyrrolidin-1-ylmethyl)phenyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-5-yl)oxetan-3-yl]acetamide;

1-(5-{5-chloro-2-[(1E)-3-pyrrolidin-1-ylprop-1-enyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}-1,3-thiazol-2-yl)cyclobutanol,

or a pharmaceutically acceptable salt thereof.

17. A pharmaceutical composition comprising a compound of claim 1 and a pharmaceutically acceptable carrier.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2013
From: ABBOTT LABORATORIES
To: ABBVIE INC.
Reel/Frame 030155/0886 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 1, 2011
From: MICHAELIDES, MICHAEL R.; JUDD, ANDREW S.; FIX-STENZEL, SHANNON R.; CLARK, RICHARD F.; SORENSEN, BRYAN K.; JI, ZHIQIN
To: ABBOTT LABORATORIES
Reel/Frame 026682/0001 →