Pyridineamine compounds useful as Pim kinase inhibitors

A compound of Formula (I):

• or a pharmaceutically acceptable salt thereof, wherein:
• X is N or CH;
• ring A is C6-10 aryl or 5-10 membered heteroaryl, said heteroaryl group consisting of one or more carbon atoms and 1, 2, or 3 heteroatoms selected from N, O and S, wherein the C6-10 aryl or 5-10 membered heteroaryl is optionally substituted with 1 or 2 substituents independently selected from RA;
• RA is halogen, cyano, amino, or C1-3 alkyl;
• n is 0 or 1;
• CyA, when present, is selected from C6-10 aryl, 5-10 membered heteroaryl, C3-7 cycloalkyl, and 4-10 membered heterocycloalkyl, wherein the ring atoms of the 5-10 membered heteroaryl or 4-10 membered heterocycloalkyl forming CyA consist of one or more carbon atoms and 1, 2, or 3 heteroatoms selected from N, O and S, and wherein the C6-10 aryl, 5-10 membered heteroaryl, C3-7 cycloalkyl, and 4-10 membered heterocycloalkyl forming CyA are each optionally substituted by 1, 2 or 3 substituents independently selected from RCyA;
• RCyA is halogen, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C1-4 haloalkyl, CyB, -L-CyB, ═O, CN, ORa1, SRa1, C(O)Rb1, C(O)NRc1Rd1, C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1Rd1 NRc1C(O)Rb1, NRc1C(O)NRc1Rd1, NRc1C(O)ORa1, S(O)Rb1, S(O)NRc1Rd1, S(O)2Rb1, NRc1S(O)2Rb1 or S(O)2NRc1Rd1;
• wherein the C1-4 alkyl, C2-4 alkenyl, and C2-4 alkynyl forming RCyA are each optionally substituted with 1, 2 or 3 substituents independently selected from halogen, C1-3 haloalkyl, CN, ORa1, SRa1, C(O)Rb1, C(O)NRc1Rd1, C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)NRc1Rd1, NRc1C(O)ORa1, S(O)Rb1, S(O)NRc1Rd1, S(O)2Rb1, NRc1S(O)2Rb1 and S(O)2NRc1Rd1;
• CyB is selected from C6-10 aryl, 5-10 membered heteroaryl, C3-7 cycloalkyl, and 4-10 membered heterocycloalkyl, wherein the ring atoms of the 5-10 membered heteroaryl or 4-10 membered heterocycloalkyl forming CyA consist of one or more carbon atoms and 1, 2, or 3 heteroatoms selected from N, O and S, and wherein the C6-10 aryl, 5-10 membered heteroaryl, C3-7 cycloalkyl, and 4-10 membered heterocycloalkyl forming CyB are each optionally substituted with 1, 2, or 3 substituents independently selected from RCyB;
• RCyB is halogen, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, C1-4 haloalkyl, CN, OH, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, NRc2Rd2 NRc2C(O)Rb2, NRc2C(O)NRc2Rd2 NRc2C(O)ORa2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, NRc2S(O)2Rb2 or S(O)2NRc2Rd2, wherein the C1-4 alkyl, C2-4 alkenyl, and C2-4 alkynyl forming RCyB are each optionally substituted with 1, 2 or 3 substituents independently selected from halogen, C1-3 haloalkyl, CN, OH, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, NRc2Rd2 NRc2C(O)Rb2 NRc2C(O)NRc2Rd2 NRc2C(O)ORa2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, NRc2S(O)2Rb2 and S(O)2NRc2Rd2;
• L is C1-4 alkylene, L1-O-L1, L1-C(═O)-L1, L1-OC(═O)-L1, L1-C(═O)O-L1, L1-NHC(═O)— L, L1-C(═O)NH-L, L1-NH-L1, L1-N(CH3)-L1, L1-NHC(═O)NH-L, L1-NHC(═O)O-L1, L1-S-L1, L1-S(═O)-L1, L1-S(═O)2-L1, L1-NHS(═O)2-L1, L1-S(═O)2NH-L1, L1-NHS(═O)2NH-L1, wherein L1, at each occurrence, is independently selected from a bond and C1-2 alkylene;
• and wherein the C1-2 alkylene forming L1 is optionally substituted with 1 or 2 substituents independently selected from F, Cl, CN, OH, O(C1-3 alkyl), NH2, NH(C1-3 alkyl) and N(C1-3 alkyl)2;
• R1 is H, F, Cl, CN, OH, C1-3 alkoxy, —OC(O)O(C1-3 alkyl), —OC(O)NH(C1-3 alkyl), C1-3 alkyl, C1-3 haloalkyl, or C3-6 cycloalkyl;
• R2 is H, C1-3 alkyl, C1-3 haloalkyl or cyclopropyl;
• R3, R4, and R5 are each independently selected from H, halogen, OH, CN, amino, NH(C1-4 alkyl), N(C1-4 alkyl)2, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl and C1-4 haloalkoxy;
• alternatively, R4 and R5 in combination, together with the carbon atoms to which they are attached, form a 5, 6, or 7-membered fused aryl, a 5, 6, or 7-membered fused cycloalkyl, a 5, 6, or 7-membered fused heteroaryl, or a 5, 6, or 7-membered fused heterocycloalkyl, each optionally substituted by 1, 2 or 3 substituents independently selected from halogen, OH, CN, amino, NH(C1-4 alkyl), N(C1-4 alkyl)2, C1-4 alkyl, C1-4 alkoxy, C1-4 haloalkyl and C1-4 haloalkoxy;
• R6 and R7 are each independently selected from H, halogen, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, and C1-4 haloalkyl;
• wherein said C1-4 alkyl forming R6 or R7 is optionally substituted with 1, 2, or 3 substituents independently selected from halogen, OH, CN, C1-3 haloalkyl, C1-4 alkoxy, ORa1, SRa1, C(O)Rb1, C(O)NRc1Rd1, C(O)ORa1, OC(O)Rb1, OC(O)NRc1Rd1, NRc1Rd1, NRc1C(O)Rb1, NRc1C(O)NRc1Rd1, NRc1C(O)ORa1, S(O)Rb1, S(O)NRc1Rd1, S(O)2Rb1, NRc1S(O)2Rb1 and S(O)2NRc1Rd1;
• alternatively, R6 and R7, together with the carbon atom to which they are both attached, form a C3-6 cycloalkyl group that is optionally substituted with 1, 2, or 3 substituents independently selected from halogen, OH, CN, and C1-4 alkyl;
• Ra1, Rb1, Rc1 and Rd1, at each occurrence, are independently selected from H, C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl, wherein said C1-4 alkyl, C2-4 alkenyl, C2-4 alkynyl groups forming Ra1, Rb1, Rc1 and Rd1 are each optionally substituted with 1, 2, or 3 substituents independently selected from C1-4 alkyl, halo, CN, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, NRc2Rd2 NRc2C(O)Rb2, NRc2C(O)NRc2Rd2 NRc2C(O)ORa2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, NRc2S(O)2Rb2 and S(O)2NRc2Rd2;
• or Rc1 and Rd1 attached to the same N atom, together with the N atom to which they are both attached, form a 4-, 5-, 6-, or 7-membered heterocycloalkyl group that is optionally substituted with 1, 2, or 3 substituents independently selected from C1-6 alkyl, halo, CN, ORa2, SRa2, C(O)Rb2, C(O)NRc2Rd2, C(O)ORa2, OC(O)Rb2, OC(O)NRc2Rd2, NRc2Rd2, NRc2C(O)Rb2, NRc2C(O)NRc2Rd2, NRc2C(O)ORa2, S(O)Rb2, S(O)NRc2Rd2, S(O)2Rb2, NRc2S(O)2Rb2 and S(O)2NRc2Rd2;
• and
• Ra2, Rb2, Rc2 and Rd2 are each independently selected from H, C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl, wherein said C1-6 alkyl, C1-6 haloalkyl, C2-6 alkenyl, and C2-6 alkynyl forming Ra2, Rb2, Rc2 and Rd2 are each optionally substituted with 1, 2, or 3 substituents independently selected from halo, OH, CN, amino, NH(C1-6 alkyl), N(C1-6 alkyl)2, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl and C1-6 haloalkoxy.