Substituted pyridines and method of use

A compound of Formula I or a pharmaceutically acceptable salt thereof

• wherein
• X is
• H;
• halo;
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• C1-4 alkoxy optionally substituted with one or more independently selected
• —OH;
• C1-4 alkoxy;
• or
• —NR11AR11B;
• —NR12AR12B;
• cyclopropyl optionally substituted with one or more independently selected R5 groups;
• phenoxy optionally substituted with one or more independently selected R5 groups;
• or
• phenyl optionally substituted with one or more independently selected R5 groups;
• R1 is
• C1-4 alkyl optionally substituted with one or more independently selected
• —OH;
• C1-4 alkoxy;
• or
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of O, S, and N;
• phenyl optionally substituted with one or more independently selected R4 groups;
• N-linked 4-6 membered monocyclic heterocycle comprising 1, 2, or 3 heteroatoms independently selected from the group consisting of N, O, and S, wherein the monocyclic heterocycle is optionally substituted with one or more independently selected R5 groups;
• N-linked 4-6 membered monocyclic heterocycle comprising 1, 2, or 3 heteroatoms independently selected from the group consisting of N, O, and S, fused to a phenyl, wherein the monocyclic heterocycle and the phenyl are optionally substituted with one or more independently selected R5 groups;
• C3-7 cycloalkyl optionally substituted with one or more independently selected R5 groups;
• or
• —NR6R7;
• R2 is
• H;
• C1-6 alkyl optionally substituted with one or more independently selected
• —OH;
• halo;
• C1-4 alkoxy optionally substituted with one or more independently selected
• halo;
• C1-4 alkoxy;
• C3-7 cycloalkyl optionally substituted with one or more independently selected R5 groups;
• or
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of N, O, and S, wherein the monocyclic heterocycle is optionally substituted with one or more independently selected R5 groups;
• —C(═O)NR8aR8b;
• C3-7 cycloalkyl optionally substituted with one or more independently selected
• —OH;
• halo;
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• or
• C1-4 alkyl optionally substituted with one or more independently selected —OH, halo, or C1-4 alkoxy;
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of N, O, and S, wherein the monocyclic heterocycle is optionally substituted with one or more independently selected
• —OH;
• halo;
• C1-4 alkoxy optionally substituted with one or more independently selected halo, or
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• 5-6 membered monocyclic heteroaryl comprising 1, 2, or 3 heteroatoms independently selected from the group consisting of O, S, and N, wherein the monocyclic heteroaryl is optionally substituted with one or more independently selected R5 groups;
• or
• phenyl optionally substituted with one or more independently selected R5 groups;
• C3-7 cycloalkyl optionally substituted with one or more
• —OH;
• halo;
• C1-4 alkyl optionally substituted with one or more independently selected halo or —OH;
• or
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of O, S, and N, wherein the monocyclic heterocycle is optionally substituted with one or more
• —OH;
• halo;
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• or
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of O, S, and N, fused to a phenyl ring, wherein the monocyclic heterocycle and the phenyl are optionally substituted with one or more independently selected R5 groups;
• 5-11 membered spirocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of O, S, and N, wherein the spirocyclic heterocycle is optionally substituted with one or more independently selected R5 groups;
• 5-6 membered monocyclic heteroaryl comprising 1, 2, or 3 heteroatoms independently selected from the group consisting of O, S, and N, wherein the monocyclic heteroaryl is optionally substituted with one or more independently selected R5 groups;
• or
• —NHC(═O)R13;
• and R3 is H;
• or
• R2 and R3, together with the nitrogen atom to which they are attached form
• an azetidine or a pyrrolidine ring, wherein the azetidine and the pyrrolidine are optionally substituted with one or more independently selected R9 groups;
• or
• a 7-11 membered spirocyclic heterocycle comprising one or more heteroatoms independently selected from the group consisting of N, O, and S;
• wherein the spirocyclic heterocycle is optionally substituted with one or more independently selected R5 groups;
• each R4 is independently selected from the group consisting of:
• halo;
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• and
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• each R5 is independently selected from the group consisting of:
• —OH;
• halo;
• C1-4 alkyl optionally substituted with one or more independently selected
• C1-4 alkoxy;
• halo;
• or
• —OH;
• and
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• R6 is H, C1-4 alkyl, or C3-7 cycloalkyl wherein the C3-7 cycloalkyl is optionally substituted with one or more independently selected R5 groups;
• R7 is
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• phenyl optionally substituted with one or more independently selected halo;
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• or
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• or
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of O, S, and N;
• wherein the monocyclic heterocycle is optionally substituted with one or more independently selected R5 groups;
• each R8a and R8b is independently selected from the group consisting of
• H;
• C1-4 alkyl optionally substituted with one or more independently selected halo;
• and
• C3-7 cycloalkyl optionally substituted with one or more independently selected R5 groups;
• each R9 is independently selected from the group consisting of:
• —OH;
• halo;
• —CN;
• C1-4 alkyl optionally substituted with one or more independently selected
• —OH;
• halo;
• or
• C1-4 alkoxy;
• C1-4 alkoxy optionally substituted with one or more independently selected halo;
• C3-7 cycloalkyl optionally substituted with one or more independently selected R5 groups;
• —C(═O)NR10aR10b;
• and
• 4-6 membered monocyclic heterocycle comprising 1 or 2 heteroatoms independently selected from the group consisting of O, S, and N, wherein the monocyclic heterocycle is optionally substituted with one or more independently selected R5 groups;
• each R10a and R10b is independently selected from the group consisting of H and C1-4 alkyl;
• each R11a and R11b is independently selected from the group consisting of
• H;
• and
• C1-4 alkyl;
• R12a and R12b are independently selected from the group consisting of
• H;
• C1-4 alkyl;
• and
• C3-7 cycloalkyl;
• and
• R13 is independently C1-4 alkyl optionally substituted with one or more independently selected
• —OH;
• halo;
• or
• C1-4 alkoxy.