Dipeptidyl peptidase inhibitors for the treatment of diabetes

A compound of Formula I:

• or a pharmaceutically acceptable salt thereof, wherein:
• X is NR7;
• Ar is selected from the group consisting of:
• (1) phenyl and
• (2) naphthyl,
• wherein Ar is optionally substituted with 1–5 groups R1;
• R1is selected from the group consisting of:
• (1) halogen,
• (2) C1-6alkyl, which is linear or branched and is optionally substituted with 1–5 halogens,
• (3) OC1-6alkyl, which is linear or branched and is optionally substituted with 1–5 halogens, and
• (4) CN;
• Each R2 is independently selected from the group consisting of H, OH, halogen and C1-6alkyl, wherein C1-6alkyl is linear or branched and is optionally substituted with 1–5 halogens, wherein the two groups R2 can optionally be joined to form a C3-6cycloalkyl, which is optionally substituted with 1–3 halogens;
• Each R3 is independently selected from the group consisting of H, halogen and C1-6alkyl, wherein C1-6alkyl is linear or branched and is optionally substituted with 1–5 halogens, wherein the two groups R3 can optionally be joined to form a C3-6cycloalkyl, which is optionally substituted with 1–3 halogens;
• Q is selected from the group consisting of:
• (1) H,
• (2) C1-10alkyl, which is linear or branched and is optionally substituted with 1–6 substituents independently selected from 0–5 halogens and 0–1 substituent selected from
• (a) phenyl,
• (b) naphthyl,
• (c) a 5 or 6-membered heterocycle which may be saturated or unsaturated comprising 1–4 heteroatoms independently selected from N, S and O,
• (d) an 8–10 membered bicyclic ring system which may be saturated or unsaturated which comprises (a) two fused heterocyclic rings, each heterocyclic ring having 1–4 heteroatoms independently selected from N, S and O, or (b) a phenyl ring fused to a 5- or 6-membered heterocycle having 1–3 heteroatoms selected from N, S and O,
• (e) CO2H,
• (f) CO2C1-6alkyl, and
• (g) CONR4R4
• wherein said phenyl and naphthyl are optionally substituted with 1–5 substituents independently selected from C1-6alkyl, OC1-6alkyl, hydroxy and halogen, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens, and wherein said CO2C1-6alkyl is linear or branched, and wherein said 5 or 6-membered heterocycle and said 8–10 membered bicyclic ring system are optionally substituted with 1–5 substituents independently selected from C1-6alkyl, OC1-6alkyl, oxo, hydroxy and halogen, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens, and wherein said CO2C1-6alkyl is linear or branched;
• (3) CN;
• (4) Phenyl, which is optionally substituted with 1–5 substituents independently selected from C1-6alkyl, OC1-6alkyl, hydroxy and halogen, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens;
• (5) Naphthyl, which is optionally substituted with 1–5 substituents independently selected from C1-6alkyl, OC1-6alkyl, hydroxy and halogen, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens,
• (6) a 5 or 6-membered heterocycle which may be saturated or unsaturated comprising 1–4 heteroatoms independently selected from N, S and O, said heterocycle being optionally substituted with 1–5 substituents independently selected from oxo, hydroxy, C1-6alkyl, OC1-6alkyl and halogen, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens, and
• (7) an 8–10 membered bicyclic ring system which may be saturated or unsaturated which comprises (a) two fused heterocyclic rings, each heterocyclic ring having 1–4 heteroatoms independently selected from N, S and O, or (b) a phenyl ring fused to a 5-or 6-membered heterocycle having 1–3 heteroatoms selected from N, S and O, wherein said bicyclic ring system is optionally substituted with 1–5 substituents independently selected from oxo, hydroxy, C1-6alky, OC1-6alkyl and halogen, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens;
• R4 is selected from
• (1) H, and
• (2) R5;
• R5 is selected from the group consisting of phenyl, C3-6cycloalkyl and C1-6alkyl, wherein C1-6alkyl is linear or branched and is optionally substituted with 1–6 substituents independently selected from 0–5 halogens and 0–1 phenyl, wherein said optional phenyl substituent and said R5 when R5 is phenyl or C3-6cycloalkyl are optionally substituted with 1–5 substituents independently selected from halogen, OH, C1-6alkyl, and OC1-6alkyl, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens;
• and
• R7 is selected from the group consisting of
• (1) H,
• (2) C1- 6alkyl which is linear or branched and is optionally substituted with 1–6 substituents independently selected from 0–5 halogens and 0–1 substituents selected from
• (a) phenyl,
• (b) naphthyl,
• (c) a 5 or 6-membered heterocyclic ring which may be saturated or unsaturated comprising 1–4 heteroatoms independently selected from N, S and O,
• (d) an 8–10 membered bicyclic ring system which may be saturated or unsaturated which comprises (a) two fused heterocyclic rings, each heterocyclic ring having 1–4 heteroatoms independently selected from N, S and O, or (b) a phenyl ring fused to a 5- or 6-membered heterocycle having 1–3 heteroatoms selected from N, S and O,
• (e) C(═O)NR4R4, wherein said phenyl, naphthyl, and R4 when R4 is phenyl or C3-6cycloalkyl are optionally substituted with 1–5 substituents independently selected from halogen, OH, nitro, C1-6alkyl, OC1-6alkyl, and NHSO2C1-6alkyl, said C1-6alkyl, OC1-6alkyl and NHSO2C1-6alkyl being linear or branched and optionally substituted with 1–5 halogens, and wherein said 5-6-membered heterocycle and 8–10 membered bicyclic ring system are optionally substituted with 1–5 substituents independently selected from halogen, oxo, OH, C1-6alkyl, OC1-6alkyl, and NHSO2C1-6alkyl, said C1-6alkyl, OC1-6alkyl and NHSO2C1-6alkyl being linear or branched and optionally substituted with 1–5 halogens,
• (3) Phenyl, which is optionally substituted with 1–5 substituents independently selected from halogen, OH, C1-6alkyl and OC1-6alkyl, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens,
• (4) a 5 or 6-membered heterocycle which may be saturated or unsaturated comprising 1–4 heteroatoms independently selected from N, S and O, wherein said heterocycle is optionally substituted with 1–5 substituents independently selected from halogen, oxo, OH, C1-6alkyl and OC1-6alkyl, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens,
• (5) an 8–10 membered bicyclic ring system which may be saturated or unsaturated which comprises (a) two fused heterocyclic rings, each heterocyclic ring having 1–4 heteroatoms selected from N, S and O, or (b) a 5- or 6-membered heterocycle having 1–3 heteroatoms selected from N, S and O fused to a phenyl ring, wherein said bicyclic ring system is optionally substituted with 1–5 substituents independently selected from halogen, oxo, OH, C1-6alkyl and OC1-6alkyl, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens,
• (6) adamantyl, which is optionally substituted with 1–5 substituents independently selected from halogen, OH, C1-6alkyl and OC1-6alkyl, said C1-6alkYl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens;
• (7) naphthyl, which is optionally substituted with 1–5 substituents independently selected from halogen, OH, C1-6alkyl and OC1-6alkyl, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens;
• and
• (8) a 5–6 membered cycloalkyl fused to a phenyl ring, wherein said cycloalkyl may be saturated or unsaturated, wherein said cycloalkyl and fused phenyl ring are optionally substituted with 1–5 substituents independently selected from halogen, OH, C1-6alkyl and OC1-6alkyl, said C1-6alkyl and OC1-6alkyl being linear or branched and optionally substituted with 1–5 halogens;
• with the proviso that X is not N−Me.