5-Substituted-2-arylpyridines

A compound of the formula

• 202
• or a pharmaceutically acceptable salt thereof, wherein:
• Ar is selected from the group consisting of phenyl, naphthyl, pyridyl, pyrimidinyl, pyrazinyl, pyridizinyl, and thiophenyl, each of which is substituted with up to 5 RA groups;
• R is oxygen or absent;
• R1, R3, and R4 are independently selected from hydrogen, halogen, hydroxy, amino, nitro, C1-C6carbhydryl, C1-C6carbhydryl1-O—, mono- or di-C1-C6carbhydryl1amino, C3-C7cycloalkyl2(C0-C4carbhydryl1), C3-C7cycloalkenyl2(C0-C4carbhydryl1), C3-C7cycloalkyl2(C0-C4carbhydryl1)-O—, C3-C7cycloalkenyl2(C0-C4carbhydryl1)-O—, haloC1-C6carbhydryl1, haloC1-C6-carbhydryl1-O—, and —S(O)n(C1-C6carbhydryl1),
• where each carbhydryl1 is independently straight or branched, contains 0 or 1 or more double or triple bonds, and is unsubstituted or substituted with one or more substituents independently chosen from halogen, hydroxy, oxo, cyano, C1-C4alkoxy, amino, and mono- or di-(C1-C4alkyl)amino, and
• where each C3-C7cycloalkyl2 and C3-C7cycloalkenyl2 is optionally substituted by one or more substituents independently chosen from halogen, hydroxy, oxo, cyano, C1-C4alkoxy, amino, and mono- or di-(C1-C4)alkylamino,
• R2 is selected from the group consisting of —XRC and Y;
• X is independently selected at each occurrence from the group consisting of —CH2—, —CHRD—, —O—, —C(═O)—, —C(═O)O—, —S(O)n—, —NH—, —NRD—, —C(═O)NH—, —C(═O)NRD—, —S(O)nNH—, —S(O)nNRD—, —OC(═S)S—, —NHC(═O)—, —NRDC(═O)—, —NHS(O)n—, and —NRDS(O)n—;
• Y and Z are independently selected at each occurrence from:
• 3- to 7-membered carbocyclic or heterocyclic groups, which are saturated, partially unsaturated, or aromatic, which may be further substituted with one or more substituents independently selected from halogen, oxo, hydroxy, amino, cyano, C1-C4alkyl, C1-C4alkoxy, mono- or di-(C1-C4alkyl)amino, and —S(O)n(alkyl), wherein said 3- to 7-memberered heterocyclic groups contain from 1 to 3 heteroatom(s) independently selected from N, O and S, with remaining ring members being carbon;
• RA is independently selected at each occurrence from halogen, cyano, nitro, halo(C1-C6)alkyl, halo(C1-C6)alkoxy, hydroxy, amino, C1-C6alkyl substituted with 0-2 RB, C2-C6alkenyl substituted with 0-2 RB, C2-C6alkynyl substituted with 0-2 RB, C3-C7cycloalkyl substituted with 0-2 RB, (C3-C7cycloalkyl)C1-C4alkyl substituted with 0-2 RB, C1-C6alkoxy substituted with 0-2 RB, —NH(C1-C6alkyl) substituted with 0-2 RB, —N(C1-C6alkyl)(C1-C6alkyl) where each C1-C6alkyl is independently substituted with 0-2 RB, —XRC, and Y;
• RBis independently selected at each occurrence from halogen, hydroxy, cyano, amino, C1-C4alkyl, C1-C4alkoxy, mono- or di-(C1-C4alkyl)amino, —S(O)n(alkyl), halo(C1-C4)alkyl, halo(C1-C4)alkoxy, —CO(C1-C4alkyl), —CONH(C1-C4alkyl), —CON(C1-C4alkyl)(C1-C4alkyl), —XRC, and Y;
• RC and RD, are the same or different, and are independently selected at each occurrence from:
• hydrogen, and
• straight, branched, and cyclic alkyl groups, and (cycloalkyl)alkyl groups, having 1 to 8 carbon atoms, and containing zero or one or more double or triple bonds, each of which 1 to 8 carbon atoms may be further substituted with one or more substituent(s) independently selected from oxo, hydroxy, halogen, cyano, amino, C1-C6alkoxy, mono- or di-(C1-C4alkyl)amino, —NHC(═O)(C1-C6alkyl), —N(C1-C6alkyl)C(═O)(C1-C6alkyl), —NHS(O)n(C1-C6alkyl), —S(O)n(C1-C6alkyl), —S(O)nNH(C1-C6alkyl), —S(O)nN(C1-C6alkyl)(C1-C6alkyl), and Z;
• and
• n is independently selected at each occurrence from 0, 1, and 2;
• with the proviso that not all of R1, R2, R3, and R4 are unsubstituted alkyl and not all of R1, R3, and R4 are hydrogen.