Pyridine and pyridimine compounds as PI3K-gamma inhibitors

1. A compound of Formula IIb:

or a pharmaceutically acceptable salt or tautomer thereof, wherein:

R 1 is independently selected from halo, CN, NO 2 , C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 1a , —C 1-4 alkylene-Cy, OR a , SR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d , NR c OR d , NR c C(O)R b , NR c C(O)OR b , NR c C(O)NR c R d , NR c S(O)R b , NR c S(O) 2 R b , NR c S(O) 2 NR c R d , S(O)R b , S(O)NR c R d , S(O) 2 R b , and S(O) 2 NR c R d ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are optionally substituted with 1, 2, or 3 independently selected R 11 groups;

R 3 is selected from H, C 1-6 alkyl, C 1-4 haloalkyl, Cy 1 , C(O)NR c1 R d1 , and C(O)OR a1 , wherein said C 1-6 alkyl is optionally substituted with 1, 2, or 3 independently selected R 13 groups;

R 4 is selected from H, C 1-6 alkyl, C 1-4 haloalkyl, Cy 1 , —C 1-4 alkylene-Cy 1 , NR c1 R d1 and NR c1 C(O)R b1 , wherein said C 1-6 alkyl is optionally substituted with 1, 2, or 3 independently selected R 13 groups;

each R 11 is independently selected from halo, CN, NO 2 , C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 2 , —C 1-4 alkylene-Cy 2 , OR a2 , SR a2 , C(O)R b2 , C(O)NR c2 R d2 , C(O)OR a2 , OC(O)R b2 , OC(O)NR c2 R d2 , NR c2 R d2 , NR c2 OR d2 , NR c2 C(O)R b2 , NR c2 C(O)OR a2 , NR c2 C(O)NR c2 R d2 , NR c2 S(O)R b2 , NR c2 S(O) 2 R b2 , NR c2 S(O) 2 NR c2 R d2 , S(O)R b2 , S(O)NR c2 R d2 , S(O) 2 R b2 , and S(O) 2 NR c2 R d2 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups;

each R 13 is independently selected from halo, CN, NO 2 , C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 3 , —C 1-4 alkylene-Cy 3 , OR a3 , SR a3 , C(O)R b3 , C(O)NR c3 R d3 , C(O)OR a3 , OC(O)R b3 , OC(O)NR c3 R d3 , NR c3 R d3 , NR c3 OR d3 , NR c3 C(O)R b3 , NR c3 C(O)OR a3 , NR c3 C(O)NR c3 R d3 , NR c3 S(O)R b3 , NR c3 S(O) 2 R b3 , NR c3 S(O) 2 NR c3 R d3 , S(O)R b3 , S(O)NR c3 R d3 , S(O) 2 R b3 , and S(O) 2 NR c3 R d3 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups;

Cy 1a is selected from 5-6 membered heterocycloalkyl having 1 or 2 ring atoms independently selected from N and O, which is optionally substituted by 1, 2, or 3 independently selected R 11 groups;

each Cy is independently selected from 3-6 membered cycloalkyl, phenyl, 5-6 membered heteroaryl having 1 or 2 ring atoms independently selected from N and O, and 4-8 membered heterocycloalkyl having 1 or 2 ring atoms independently selected from N and O, each of which is optionally substituted by 1, 2, or 3 independently selected R 11 groups;

each Cy 1 is independently selected from 3-10 membered cycloalkyl, 6-9 membered aryl, 5-6 membered heteroaryl having 1 or 2 ring atoms independently selected from N and O, and 5-6 membered heterocycloalkyl having 1 ring atom selected from N, O, and S, each of which is optionally substituted by 1, 2, or 3 independently selected R 13 groups;

each Cy 2 is independently selected from 3-6 membered cycloalkyl, phenyl, 5-6 membered heteroaryl having 1 or 2 ring atoms independently selected from N and O, and 5-6 membered heterocycloalkyl having 1 or 2 ring atoms independently selected from N and O, each of which is optionally substituted by 1, 2, or 3 independently selected R g groups;

each Cy 3 is independently selected from 3-6 membered cycloalkyl, phenyl, and 5-6 membered heterocycloalkyl having 1 ring atom selected from N and O, each of which is optionally substituted by 1, 2, or 3 independently selected R g groups;

R a , R c , and R d are each independently selected from H, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy, and —C 1-4 alkylene-Cy; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R 11 groups;

R b is independently selected from C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy, and —C 1-4 alkylene-Cy; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R 11 groups;

alternatively, any R c and R d attached to the same N atom, together with the N atom to which they are attached, form a 4-10 membered heterocycloalkyl group having 1 or 2 ring atoms independently selected from N and O, optionally substituted with 1, 2, or 3 independently selected R 11 groups;

R a1 , R c1 , and R d1 are each independently selected from H, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 1 , and —C 1-4 alkylene-Cy 1 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R 13 groups;

R b1 is independently selected from C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 1 , and —C 1-4 alkylene-Cy 1 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R 13 groups; or

alternatively, any R c1 and R d1 attached to the same N atom, together with the N atom to which they are attached, form a 4-, 5-, or 6-membered heterocycloalkyl group having 1 or 2 ring atoms independently selected from N and O optionally substituted with 1, 2 or 3 independently selected R 13 groups;

each R a2 , R c2 , and R d2 are independently selected from H, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 2 , and —C 1-4 alkylene-Cy 2 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups;

each R b2 is independently selected from C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 2 , and —C 1-4 alkylene-Cy 2 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups; or

each R a3 , R c3 , and R d3 are independently selected from H, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 3 , and —C 1-4 alkylene-Cy 3 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups;

each R b3 is independently selected from C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 3 , and —C 1-4 alkylene-Cy 3 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups; or

alternatively, any R c3 and R d3 attached to the same N atom, together with the N atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group having 1 or 2 ring atoms independently selected from N and O optionally substituted with 1, 2 or 3 independently selected R g groups; and

each R g is independently selected from OH, NO 2 , CN, halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, C 1-6 alkoxy, C 1-6 haloalkoxy, cyano-C 1-3 alkyl, HO-C 1-3 alkyl, amino, C 1-6 alkylamino, di(C 1-6 alkyl)amino, thio, C 1-6 alkylthio, C 1-6 alkylsulfinyl, C 1-6 alkylsulfonyl, carbamyl, C 1-6 alkylcarbamyl, di(C 1-6 alkyl)carbamyl, carboxy, C 1-6 alkylcarbonyl, C 1-6 alkoxycarbonyl, C 1-6 alkylcarbonylamino, C 1-6 alkylsulfonylamino, aminosulfonyl, C 1-6 alkylaminosulfonyl, di(C 1-6 alkyl)aminosulfonyl, aminosulfonylamino, C 1-6 alkylaminosulfonylamino, di(C 1-6 alkyl)aminosulfonylamino, aminocarbonylamino, C 1-6 alkylaminocarbonylamino, and di(C 1-6 alkyl)aminocarbonylamino.

2. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein R 1 is selected from halo, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 1a , —C 1-4 alkylene-Cy, OR a , C(O)R b , C(O)NR c R d , C(O)OR a , OC(O)R b , OC(O)NR c R d , NR c R d NR c OR d , NR c C(O)R b , NR c C(O)OR b , NR c C(O)NR c R d , NRS(O) 2 R b , NR c S(O) 2 NR c R d , S(O) 2 R b , and S(O) 2 NR c R d ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are optionally substituted with 1, 2, or 3 independently selected R 11 groups.

3. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein R a , R c , and R d are each independently selected from H, C 1-6 alkyl, Cy, and —C 1-4 alkylene-Cy; wherein said C 1-6 alkyl is optionally substituted with 1 or 2 independently selected R 11 groups; R b is independently selected from C 1-6 alkyl, Cy, and —C 1-4 alkylene-Cy; wherein said C 1-6 alkyl is optionally substituted with 1 or 2 independently selected R 11 groups; alternatively, any R c and R d attached to the same N atom, together with the N atom to which they are attached, form a 4-10 membered heterocycloalkyl group having 1 or 2 ring atoms independently selected from N and O, which is optionally substituted with 1 or 2 independently selected R 11 groups.

4. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each Cy is independently 3-6 membered cycloalkyl, 4-6 membered heterocycloalkyl having 1 or 2 ring atoms independently selected from N and O, phenyl or 5-6 membered heteroaryl having 1 or 2 ring atoms independently selected from N and O, each of which is optionally substituted by 1, 2, or 3 independently selected R 11 groups.

5. The compound of claim 1 , a pharmaceutically acceptable salt or tautomer thereof, wherein each Cy is independently cyclopropyl, cyclobutyl, cyclopentyl,

tetrahydrofuranyl, tetrahydropyranyl, morpholinyl, or phenyl, each of which is optionally substituted by 1 or 2 independently selected R 11 groups.

6. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein Cy 1a is 5-6 membered heterocycloalkyl having 1 or 2 ring atoms independently selected from N and O, which is optionally substituted by 1, 2, or 3 independently selected R 11 groups.

7. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each R 11 is independently selected from halo, CN, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 2 , —C 1-4 alkylene-Cy 2 , OR a2 , SR a2 , C(O)R b2 , C(O)NR c2 R d2 , C(O)OR a2 , OC(O)R b2 , OC(O)NR c2 R d2 , NR c2 R d2 , NR c2 OR d2 , NR c2 C(O)R b2 , NR c2 C(O)OR a2 , NR c2 C(O)NR c2 R d2 , NR c2 S(O) 2 R b2 , NR c2 S(O) 2 NR c2 R d2 , S(O) 2 R b2 , and S(O) 2 NR c2 R d2 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups.

8. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each R a2 , R c2 , and R d2 are independently selected from H, C 1-6 alkyl, and Cy 2 ; wherein said C 1-6 alkyl is optionally substituted with 1 or 2 independently selected R g groups; and each R b2 is independently selected from C 1-6 alkyl and Cy 2 ; wherein said C 1-6 alkyl is optionally substituted with 1 or 2 independently selected R g groups.

9. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each Cy 2 is independently selected from 3-6 membered cycloalkyl, phenyl, and 5-6 membered heterocycloalkyl having 1 or 2 ring atoms independently selected from N and O, each of which is optionally substituted by 1, 2, or 3 independently selected R g groups.

10. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein R a1 , R c1 , and R d1 are each independently selected from H, C 1-6 alkyl, Cy 1 , and —C 1-4 alkylene-Cy 1 ; wherein said C 1-6 alkyl is optionally substituted with 1, 2, 3, or 4 independently selected R 13 groups; R b1 is independently selected from C 1-6 alkyl, Cy 1 , and —C 1-4 alkylene-Cy 1 ; wherein said C 1-6 alkyl is optionally substituted with 1, 2, 3, or 4 independently selected R 13 groups; alternatively, any R c1 and R d1 attached to the same N atom, together with the N atom to which they are attached, form a 4-, 5-, or 6-membered heterocycloalkyl group having 1 or 2 ring atoms independently selected from N and O optionally substituted with 1, 2 or 3 independently selected R 13 groups.

11. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each Cy 1 is independently selected from 3-10 membered cycloalkyl, 5-6 membered heterocycloalkyl, 5-6 membered heteroaryl having 1 or 2 ring atoms independently selected from N and O, and phenyl, each of which is optionally substituted by 1, 2, or 3 independently selected R 13 groups.

12. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each R 13 is independently selected from halo, CN, C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, C 1-4 haloalkyl, Cy 3 , —C 1-4 alkylene-Cy 3 , OR a3 , C(O)R b3 , C(O)NR c3 R d3 , C(O)OR a3 , NR c3 R d3 , NR c3 OR d3 , NR c3 C(O)R b3 , NR c3 C(O)OR a3 , NR c3 C(O)NR c3 R d3 , S(O) 2 R b3 , and S(O) 2 NR c3 R d3 ; wherein said C 1-6 alkyl, C 2-6 alkenyl, C 2-6 alkynyl, and C 1-4 haloalkyl are each optionally substituted with 1, 2, or 3 independently selected R g groups.

13. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each R a3 , R c3 , and R d3 are independently selected from H and C 1-6 alkyl; wherein said C 1-6 alkyl is optionally substituted with 1, 2, 3, or 4 independently selected R g groups; each R b3 is independently selected from C 1-6 alkyl, which is optionally substituted with 1, 2, 3, or 4 independently selected R g groups; alternatively, any R c3 and R d3 attached to the same N atom, together with the N atom to which they are attached, form a 5- or 6-membered heterocycloalkyl group having 1 or 2 ring atoms independently selected from N and O optionally substituted with 1, 2 or 3 independently selected R g groups.

14. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each Cy 3 is independently selected from 3-6 membered cycloalkyl and 5-6 membered heterocycloalkyl having 1 ring atom selected from N and O, each of which is optionally substituted by 1 or 2 independently selected R g groups.

15. The compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, wherein each R g is independently selected from OH, CN, halo, C 1-6 alkyl, C 1-4 haloalkyl, C 1-6 alkoxy, C 1-6 haloalkoxy, cyano-C 1-3 alkyl, HO-C 1-3 alkyl, amino, C 1-6 alkylamino, and di(C 1-6 alkyl)amino.

16. The compound of claim 1 , wherein the compound is selected from:

4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Benzyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzonitrile;

4-(1-(2-Chlorobenzyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Methyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(3-Methyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Ethyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-propyl-1H-pyrazol-4-yl)pyridine;

3-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzonitrile;

4-(1-(3-Chlorobenzyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridine;

4-(2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)ethyl)morpholine;

Methyl 2-((4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoate;

Methyl 3-((4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoate;

Methyl 4-((4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoate;

2-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoic acid;

3-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoic acid;

4-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoic acid;

4-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzonitrile;

4-(1-(Methylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-(Ethylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-(Cyclopropylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)pyridine;

2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)acetamide;

N,N-Dimethyl-2-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)acetamide;

2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)-1-(pyrrolidin-1-yl)ethanone;

1-Morpholino-2-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)ethanone;

3-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanenitrile;

3-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanamide;

4-(1-(Cyclopentylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

Ethyl 3-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanoate;

2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)acetonitrile;

3-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanoic acid;

N-Methyl-3-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanamide;

N-cyclopentyl-3-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanamide;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-(tetrahydrofuran-3-yl)-1H-pyrazol-4-yl)pyridine;

4-(1-(4-Chlorobenzyl)-1H-pyrazol-4-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine; and

(2-{4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]pyridin-2-yl}-5-methyl-N-[(3S)-tetrahydrofuran-3-yl]-1H-imidazole-4-carboxamide;

or a pharmaceutically acceptable salt or tautomer of any of the aforementioned.

17. The compound of claim 1 , wherein the compound is selected from:

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(tetrahydrofuran-3-ylmethyl)-3,4′-bipyridin-5-amine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(1-phenylethyl)-3,4′-bipyridin-5-amine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-{[(3S)-3-methoxypyrrolidin-1-yl]carbonyl}-3,4′-bipyridine;

2-{4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]pyridin-2-yl}-N,5-dimethyl-1H-imidazole-4-carboxamide;

4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-{4-[1-(methylsulfonyl)pyrrolidin-3-yl]-1H-imidazol-2-yl}pyridine;

2-[4-(1-Acetylpyrrolidin-3-yl)-1H-imidazol-2-yl]-4-[1-(4-chlorobenzyl)-1H-pyrazol-4-yl]pyridine;

4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-{4-[1-(phenylsulfonyl)pyrrolidin-3-yl]-1H-imidazol-2-yl}pyridine; and

4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-(4-pyrrolidin-3-yl-1H-imidazol-2-yl)pyridine;

or a pharmaceutically acceptable salt or tautomer of any of the aforementioned.

18. A pharmaceutical composition comprising a compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof, and a pharmaceutically acceptable excipient or carrier.

19. A method of inhibiting the activity of PI3Kγ kinase, comprising contacting the PI3Kγ kinase with a compound of claim 1 , or a pharmaceutically acceptable salt or tautomer thereof.

20. The compound of claim 1 , which is 4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-{4-[1-(methylsulfonyl)pyrrolidin-3-yl]-1H-imidazol-2-yl}pyridine, or a pharmaceutically acceptable salt or tautomer thereof.

21. The compound of claim 1 , which is 4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-{4-[1-(methylsulfonyl)pyrrolidin-3-yl]-1H-imidazol-2-yl}pyridine, or a pharmaceutically acceptable salt thereof.

22. The compound of claim 1 , wherein the compound is selected from:

4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Benzyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzonitrile;

4-(1-(2-Chlorobenzyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Methyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(3-Methyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Ethyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(3,5-Dimethyl-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-propyl-1H-pyrazol-4-yl)pyridine;

4-(1-Methyl-1H-pyrazol-5-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-Methyl-1H-imidazol-2-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

N-(2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)acetamide;

4-(2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

5-Methoxy-2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridine;

3-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzonitrile;

4-(1-(3-Chlorobenzyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridine;

4-(2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)ethyl)morpholine;

Methyl 2-((4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoate;

Methyl 3-((4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoate;

Methyl 4-((4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoate;

2-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoic acid;

3-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoic acid;

4-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzoic acid;

5-(4-Methylpiperazin-1-yl)-2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridine;

5-(Methylsulfonyl)-2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridine;

4-(2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-6-yl)morpholine;

4-((4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)methyl)benzonitrile;

4-(1-(Methylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-(Ethylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

4-(1-(Cyclopropylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-yl)pyridine;

2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)acetamide;

N,N-Dimethyl-2-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)acetamide;

2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)-1-(pyrrolidin-1-yl)ethanone;

1-Morpholino-2-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)ethanone;

3-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanenitrile;

3-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanamide;

4-(1-(Cyclopentylsulfonyl)-1H-pyrazol-4-yl)-2-(5-phenyl-1H-imidazol-2-yl)pyridine;

Ethyl 3-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanoate;

2-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)acetonitrile;

3-(4-(2-(5-Phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanoic acid;

N-Methyl-3-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanamide;

N-cyclopentyl-3-(4-(2-(5-phenyl-1H-imidazol-2-yl)pyridin-4-yl)-1H-pyrazol-1-yl)propanamide;

2-(5-Phenyl-1H-imidazol-2-yl)-4-(1-(tetrahydrofuran-3-yl)-1H-pyrazol-4-yl)pyridine;

5-(5-Methoxy-3,4′-bipyridin-2′-yl)-1H-imidazol-2-amine;

N-Ethyl-5-(5-methoxy-3,4′-bipyridin-2′-yl)-1H-imidazol-2-amine;

5-(5-Methoxy-3,4′-bipyridin-2′-yl)-N-pentyl-1H-imidazol-2-amine;

N-Isobutyl-5-(5-methoxy-3,4′-bipyridin-2′-yl)-1H-imidazol-2-amine;

N-(Cyclobutylmethyl)-5-(5-methoxy-3,4′-bipyridin-2′-yl)-1H-imidazol-2-amine;

N-Butyl-5-(5-methoxy-3,4′-bipyridin-2′-yl)-4H-1,2,4-triazol-3-amine;

N-Isopropyl-5-(5-methoxy-3,4′-bipyridin-2′-yl)-4H-1,2,4-triazol-3-amine;

5-(5-Methoxy-3,4′-bipyridin-2′-yl)-N-methyl-4H-1,2,4-triazol-3-amine;

5-(5-Methoxy-3,4′-bipyridin-2′-yl)-N-phenyl-4H-1,2,4-triazol-3-amine;

5-Methoxy-2′-(5-phenyl-4H-1,2,4-triazol-3-yl)-3,4′-bipyridine;

5-Methoxy-2′-(4H-1,2,4-triazol-3-yl)-3,4′-bipyridine;

5-Methoxy-2′-(5-methyl-4H-1,2,4-triazol-3-yl)-3,4′-bipyridine;

5-Methoxy-2′-(2-phenyl-1H-imidazol-5-yl)-3,4′-bipyridine;

N-[2-(5-Methoxy-3,4′-bipyridin-2′-yl)-4-methyl-1H-imidazol-5-yl]acetamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-methoxy-3,4′-bipyridine;

5-Methoxy-2′-(5-methyl-1H-imidazol-2-yl)-3,4′-bipyridine;

2-(5-Methoxy-3,4′-bipyridin-2′-yl)-1,4,5,6-tetrahydrocyclopenta[d]imidazole;

5-Methoxy-2′-(5-(trifluoromethyl)-1H-imidazol-2-yl)-3,4′-bipyridine;

Ethyl 2-(5-methoxy-3,4′-bipyridin-2′-yl)-5-(trifluoromethyl)-1H-imidazole-4-carboxylate;

2-(5-Methoxy-3,4′-bipyridin-2′-yl)-5-(trifluoromethyl)-1H-imidazole-4-carboxylic acid;

5-Methoxy-2′-(4-methyl-5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridine;

4-(2-(5-Methoxy-3,4′-bipyridin-2′-yl)-1H-imidazol-5-yl)-N,N-dimethylbenzenesulfonamide;

2′-(5-Isopropyl-1H-imidazol-2-yl)-5-methoxy-3,4′-bipyridine;

2′-(5-Ethyl-1H-imidazol-2-yl)-5-methoxy-3,4′-bipyridine;

2′-(5-Cyclopropyl-1H-imidazol-2-yl)-5-methoxy-3,4′-bipyridine;

5-Methoxy-2′-(5-(pyridin-2-yl)-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(5-tert-Butyl-1H-imidazol-2-yl)-5-methoxy-3,4′-bipyridine;

2′-(5-Methyl-1H-imidazol-2-yl)-5-morpholin-4-yl-3,4′-bipyridine;

4-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-(Trifluoromethyl)-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-Ethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-Isopropyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-Cyclopropyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-Cyclobutyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-Cyclopropyl-4-methyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

4-(2′-(5-Ethyl-4-methyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)morpholine;

2′-(5-Cyclohexyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Methyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

5-(Methylsulfonyl)-2′-(5-(trifluoromethyl)-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(5-Ethyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Isopropyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Cyclopropyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Cyclobutyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Cyclopentyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Benzyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Cyclopropyl-4-methyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

2′-(5-Ethyl-4-methyl-1H-imidazol-2-yl)-5-(methylsulfonyl)-3,4′-bipyridine;

5-(Methylsulfonyl)-2′-(5-(pyridin-2-yl)-1H-imidazol-2-yl)-3,4′-bipyridine;

5-Methyl-2-(5-(methylsulfonyl)-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxylic acid;

4-Cyclohexyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazol-5-amine;

2′-[4-(Difluoromethyl)-5-methyl-1H-imidazol-2-yl]-5-(methylsulfonyl)-3,4′-bipyridine;

[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methanol;

2-[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]ethanol;

1-[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]ethanol;

Methyl 5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxylate;

tert-Butyl [2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbamate;

2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-amine;

tert-Butyl [2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbamate;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-amine;

N-[2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]ethanesulfonamide;

2-Methoxy-N-[2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]acetamide;

N-(2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)benzamide;

2-Chloro-N-(2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)benzamide;

3-Chloro-N-(2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)benzamide;

4-Chloro-N-(2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)benzamide;

3-Cyano-N-(2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)benzamide;

4-Cyano-N-(2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)benzamide;

N-(2′-(5-Phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)cyclopentanecarboxamide;

N-Ethyl-N′-[2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]urea;

Ethyl 2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-ylcarbamate;

2′-(5-Phenyl-1H-imidazol-2-yl)-N-(tetrahydro-2H-pyran-4-ylmethyl)-3,4′-bipyridin-5-amine;

2′-(5-Phenyl-1H-imidazol-2-yl)-N-(tetrahydro-2H-pyran-4-yl)-3,4′-bipyridin-5-amine;

N-(1-Methylpiperidin-4-yl)-2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-amine;

N-((1-Methylpiperidin-4-yl)methyl)-2′-(5-phenyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-amine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(tetrahydro-2H-pyran-4-ylmethyl)-3,4′-bipyridin-5-amine;

(S)-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-hydroxypyrrolidin-1-yl)methanone;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(4-methylpiperazin-1-yl)methanone;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(morpholino)methanone;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(3-(dimethylamino)propyl)-3,4′-bipyridine-5-carboxamide;

4-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carbonyl)piperazine-1-carboxamide;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(pyrrolidin-1-yl)methanone;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-hydroxyazetidin-1-yl)methanone;

1-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carbonyl)azetidine-3-carbonitrile;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-hydroxypiperidin-1-yl)methanone;

(R)-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-fluoropyrrolidin-1-yl)methanone;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-oxa-9-azaspiro[5.5]undecan-9-yl)methanone;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-isopropyl-3,4′-bipyridine-5-carboxamide;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(4-(1-methylpiperidin-4-yl)piperazin-1-yl)methanone;

1-(4-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carbonyl)piperazin-1-yl)ethanone;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(tetrahydro-2H-pyran-4-yl)-3,4′-bipyridine-5-carboxamide;

(R)-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-(dimethylamino)pyrrolidin-1-yl)methanone;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-((tetrahydro-2H-pyran-4-yl)methyl)-3,4′-bipyridine-5-carboxamide;

(R)-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-hydroxypyrrolidin-1-yl)methanone;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(2-(tetrahydro-2H-pyran-4-yl)ethyl)-3,4′-bipyridine-5-carboxamide;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(2-oxa-7-azaspiro[3.5]nonan-7-yl)methanone;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(2-methoxyethyl)-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-((tetrahydrofuran-2-yl)methyl)-3,4′-bipyridine-5-carboxamide;

1-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carbonyl)pyrrolidin-3-one;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-(2-hydroxyethyl)pyrrolidin-1-yl)methanone;

(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)(3-(pyridin-2-yl)pyrrolidin-1-yl)methanone;

2-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carbonyl)-6-methyl-2,6-diazaspiro[3.4]octan-5-one;

((3R,4R)-1-{[2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbonyl}-4-methylpyrrolidin-3-yl)methanol;

5-[(3,3-Difluoropyrrolidin-1-yl)carbonyl]-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-methoxypyrrolidin-1-yl)carbonyl]-3,4′-bipyridine;

Methyl 1-{[2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbonyl}pyrrolidine-3-carboxylate;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-[(3R)-tetrahydrofuran-3-yl]-3,4′-bipyridine-5-carboxamide;

1-{[2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbonyl}piperidin-4-ol;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-{[3-(trifluoromethyl)pyrrolidin-1-yl]carbonyl}-3,4′-bipyridine;

5-(7-Azabicyclo[2.2.1]hept-7-ylcarbonyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

1-{[2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbonyl}-3-methylpyrrolidin-3-ol;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-phenylpyrrolidin-1-yl)carbonyl]-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-pyridin-4-ylpyrrolidin-1-yl)carbonyl]-3,4′-bipyridine;

1-{[2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbonyl}pyrrolidine-3-carbonitrile;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-{[2-(trifluoromethyl)azetidin-1-yl]carbonyl}-3,4′-bipyridine;

5-[(3,3-Dimethylazetidin-1-yl)carbonyl]-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(4-phenylpiperidin-1-yl)carbonyl]-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(4aR,8aS)-octahydroisoquinolin-2(1H)-ylcarbonyl]-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-phenylpiperidin-1-yl)carbonyl]-3,4′-bipyridine;

5-[(4-Benzylpiperidin-1-yl)carbonyl]-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(2-methylpiperidin-1-yl)carbonyl]-3,4′-bipyridine;

5-(Azetidin-1-ylcarbonyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

N-Benzyl-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carboxamide;

N-Benzyl-2′-(4,5-dimethyl-1H-imidazol-2-yl)-N-methyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-methyl-N-phenyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-[(1S)-1-phenylethyl]-3,4′-bipyridine-5-carboxamide;

4-Benzyl-1-{[2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]carbonyl}piperidin-4-ol;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-pyrazin-2-ylpyrrolidin-1-yl)carbonyl]-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-ethyl-N-methyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-methoxyazetidin-1-yl)carbonyl]-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(4-methyl-1,4-diazepan-1-yl)carbonyl]-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(2-hydroxyethyl)-N-methyl-3,4′-bipyridine-5-carboxamide;

N-(Cyclopropylmethyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carboxamide;

N-(Cyanomethyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-N-methyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(2-methoxyethyl)-N-methyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-{[1-(hydroxymethyl)cyclopropyl]methyl}-N-methyl-3,4′-bipyridine-5-carboxamide;

N-(Cyclobutylmethyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carboxamide;

N-(Cyclopentylmethyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carboxamide;

N-(tert-Butyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-(3-hydroxypropyl)-N-methyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-methyl-N-propyl-3,4′-bipyridine-5-carboxamide;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[(3-ethylpyrrolidin-1-yl)carbonyl]-3,4′-bipyridine;

5-(5-Azaspiro[2.4]hept-5-ylcarbonyl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-1-(phenylsulfonyl)-1,2,5,6-tetrahydro-3,4′-bipyridine;

2-(4,5-Dimethyl-1H-imidazol-2-yl)-4-[1-(phenylsulfonyl)piperidin-3-yl]pyridine;

1-(4-(2-(4,5-Dimethyl-1H-imidazol-2-yl)pyridin-4-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone;

1-(3-(2-(4,5-Dimethyl-1H-imidazol-2-yl)pyridin-4-yl)-5,6-dihydropyridin-1(2H)-yl)ethanone;

2-(4,5-Dimethyl-1H-imidazol-2-yl)-4-(1-(methylsulfonyl)-1,2,5,6-tetrahydropyridin-3-yl)pyridine;

4-(1-(4-Chlorophenylsulfonyl)-1,2,5,6-tetrahydropyridin-3-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine;

(3-(2-(4,5-Dimethyl-1H-imidazol-2-yl)pyridin-4-yl)-5,6-dihydropyridin-1(2H)-yl)(phenyl)methanone;

4-(1-Benzyl-1,2,5,6-tetrahydropyridin-3-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine;

4-(1-(4-Chlorobenzyl)-1,2,5,6-tetrahydropyridin-3-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine;

2-(4,5-Dimethyl-1H-imidazol-2-yl)-4-(1-((tetrahydro-2H-pyran-4-yl)methyl)-1,2,5,6-tetrahydropyridin-3-yl)pyridine;

1-(3-(2-(4,5-Dimethyl-1H-imidazol-2-yl)pyridin-4-yl)-2,5-dihydro-1H-pyrrol-1-yl)ethanone;

2-(4,5-Dimethyl-1H-imidazol-2-yl)-4-(1-(methylsulfonyl)-2,5-dihydro-1H-pyrrol-3-yl)pyridine;

4-(1-Benzyl-2,5-dihydro-1H-pyrrol-3-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine;

4-(1-(4-Chlorobenzyl)-2,5-dihydro-1H-pyrrol-3-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine;

2-(4,5-Dimethyl-1H-imidazol-2-yl)-4-(1-((tetrahydro-2H-pyran-4-yl)methyl)-2,5-dihydro-1H-pyrrol-3-yl)pyridine;

(3R)-1-[2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]pyrrolidin-3-ol;

(3S)-1-[2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]pyrrolidin-3-ol;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-N-phenyl-3,4′-bipyridin-5-amine;

5-Chloro-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

tert-Butyl 3-[2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]-2,5-dihydro-1H-pyrrole-1-carboxylate;

5-(2,5-Dihydro-1H-pyrrol-3-yl)-2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[1-(methylsulfonyl)-2,5-dihydro-1H-pyrrol-3-yl]-3,4′-bipyridine;

1-(3-(2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)-2,5-dihydro-1H-pyrrol-1-yl)ethanone;

Methyl 3-(2′-(4,5-dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl)-2,5-dihydro-1H-pyrrole-1-carboxylate;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-5-[1-(methylsulfonyl)pyrrolidin-3-yl]-3,4′-bipyridine;

Ethyl 5-methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxylate;

5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxylic acid;

N-Cyclopentyl-5-methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxamide;

2′-[5-Methyl-4-(morpholin-4-ylcarbonyl)-1H-imidazol-2-yl]-5-(methylsulfonyl)-3,4′-bipyridine;

(3R)-1-({5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazol-4-yl}carbonyl)pyrrolidin-3-ol;

(3S)-1-({5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazol-4-yl}carbonyl)pyrrolidin-3-ol;

1-({5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazol-4-yl}carbonyl)azetidin-3-ol;

1-({5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazol-4-yl}carbonyl)azetidine-3-carbonitrile;

5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxamide;

N,5-Dimethyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxamide;

N,N,5-Trimethyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxamide;

N-Ethyl-5-methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxamide;

N-Isopropyl-5-methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-1H-imidazole-4-carboxamide;

5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-N-(tetrahydro-2H-pyran-4-yl)-1H-imidazole-4-carboxamide;

5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-N-[(3S)-tetrahydrofuran-3-yl]-1H-imidazole-4-carboxamide;

5-Methyl-2-[5-(methylsulfonyl)-3,4′-bipyridin-2′-yl]-N-[(3R)-tetrahydrofuran-3-yl]-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxylic acid;

N-Cyclopentyl-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-Isopropyl-N,5-dimethyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-Ethyl-N,5-dimethyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N,5-Dimethyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-(tetrahydrofuran-3-yl)-1H-imidazole-4-carboxamide;

2′-(5-Methyl-4-{[3-(trifluoromethyl)azetidin-1-yl]carbonyl}-1H-imidazol-2-yl)-5-morpholin-4-yl-3,4′-bipyridine;

2′-{4-[(3-Methoxyazetidin-1-yl)carbonyl]-5-methyl-1H-imidazol-2-yl}-5-morpholin-4-yl-3,4′-bipyridine;

tert-Butyl (1-{[5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]carbonyl}azetidin-3-yl)carbamate;

N-Cyclohexyl-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-(tert-Butyl)-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

2′-{4-[(3,3-Dimethylazetidin-1-yl)carbonyl]-5-methyl-1H-imidazol-2-yl}-5-morpholin-4-yl-3,4′-bipyridine;

N-Isopropyl-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-(tetrahydro-2H-pyran-4-yl)-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-[(3R)-tetrahydrofuran-3-yl]-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-[(3S)-tetrahydrofuran-3-yl]-1H-imidazole-4-carboxamide;

N-Benzyl-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-[(1S)-1-phenylethyl]-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-[(1R)-1-phenylethyl]-1H-imidazole-4-carboxamide;

N-[(1R)-2-Methoxy-1-phenylethyl]-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-[(1S)-2-Methoxy-1-phenylethyl]-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-[1-(3-Fluorophenyl)ethyl]-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-2-Adamantyl-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-[(3S)-1-Benzylpyrrolidin-3-yl]-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-[(3R)-1-Benzylpyrrolidin-3-yl]-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-N-(tetrahydro-2H-thiopyran-4-yl)-1H-imidazole-4-carboxamide;

N-(2,3-Dihydro-1H-inden-2-yl)-5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazole-4-carboxamide;

N-{[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}tetrahydro-2H-pyran-4-amine;

N-{[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}cyclopentanamine;

N-{[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}propan-2-amine;

(3S)—N-{[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}tetrahydrofuran-3-amine;

(3R)—N-{[5-Methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}tetrahydrofuran-3-amine;

N-Methyl-1-[5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methanamine;

N,N-Dimethyl-1-[5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methanamine;

2-Methoxy-N-{[5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}ethanamine;

3-Methoxy-N-{[5-methyl-2-(5-morpholin-4-yl-3,4′-bipyridin-2′-yl)-1H-imidazol-4-yl]methyl}propan-1-amine;

2′-[5-Methyl-4-(morpholin-4-ylmethyl)-1H-imidazol-2-yl]-5-morpholin-4-yl-3,4′-bipyridine;

2′-(4,5-Dimethyl-1H-imidazol-2-yl)-3,4′-bipyridin-5-yl]methanol;

4-(1-(4-Chlorobenzyl)-1H-pyrazol-4-yl)-2-(4,5-dimethyl-1H-imidazol-2-yl)pyridine; and

(2-{4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]pyridin-2-yl}-5-methyl-N-[(3S)-tetrahydrofuran-3-yl]-1H-imidazole-4-carboxamide;

or a pharmaceutically acceptable salt or tautomer of any of the aforementioned.