Cyclic diamines and derivatives as factor Xa inhibitors

A compound selected from the group consisting of:

• wherein:
• P4 is -G1-G;
• M4 is -Z-A-B;
• G is selected from the group consisting of:
• phenyl;
• 4-ethyl-phenyl;
• 2-aminomethyl-4-chloro-phenyl;
• 2-aminosulfonyl-4-chloro-phenyl;
• 2-amido-4-chloro-phenyl;
• 4-chloro-2-methylsulfonyl-phenyl;
• 2-aminosulfonyl-4-fluoro-phenyl;
• 2-amido-4-fluoro-phenyl;
• 4-fluoro-2-methylsulfonyl-phenyl;
• 2-aminomethyl-4-bromo-phenyl;
• 2-aminosulfonyl-4-bromo-phenyl;
• 2-amido-4-bromo-phenyl;
• 4-bromo-2-methylsulfonyl-phenyl;
• 2-aminomethyl-4-methyl-phenyl;
• 2-aminosulfonyl-4-methyl-phenyl;
• 2-amido-4-methyl-phenyl;
• 2-methylsulfonyl-4-methyl-phenyl;
• 4-fluoro-pyrid-2-yl;
• 4-bromo-pyrid-2-yl;
• 4-methyl-pyrid-2-yl;
• 5-fluoro-thien-2-yl;
• 5-bromo-thien-2-yl;
• 5-methyl-thien-2-yl;
• 2-amido-4-methoxy-phenyl;
• 2-amido-phenyl;
• 2-aminomethyl-3-fluoro-phenyl;
• 2-aminomethyl-4-fluoro-phenyl;
• 2-aminomethyl-5-fluoro-phenyl;
• 2-aminomethyl-6-fluoro-phenyl;
• 2-aminomethyl-phenyl;
• 2-amino-pyrid-4-yl;
• 2-aminosulfonyl-4-methoxy-phenyl;
• 2-aminosulfonyl-phenyl;
• 3-amido-phenyl;
• 3-amino-4-chloro-phenyl;
• 3-aminomethyl-phenyl;
• 3-chloro-phenyl;
• 4-chloro-phenyl;
• 4-methoxy-phenyl;
• 2-methoxy-pyrid-5-yl;
• 5-chloro-pyrid-2-yl;
• 5-chloro-thien-2-yl;
• 6-amino-5-chloro-pyrid-2-yl;
• 6-amino-pyrid-2-yl;
• 2-cyano-4-chloro-phenyl;
• 2-methoxy-4-chloro-phenyl;
• 2-fluoro-4-chloro-phenyl;
• 3-fluoro-4-chloro-phenyl;
• 3-methyl-4-chloro-phenyl;
• 3-fluoro-4-methyl-phenyl;
• 3,4-dimethyl-phenyl;
• 3-chloro-4-fluoro-phenyl;
• 3-methyl-4-fluoro-phenyl;
• 4-methylsulfanyl-phenyl;
• A is selected from the group consisting of:
• cyclohexyl, phenyl, 2-Cl-phenyl, 3-Cl-phenyl, 2-F-phenyl, 3-F-phenyl, 2-methylphenyl, 2-aminophenyl, and 2-methoxyphenyl;
• B is selected from the group consisting of 4,5-dihydro-2-imdazolyl, imidazolyl, and benzimidazolyl, and is substituted with 0–1 R4a;
• G1 is selected from the group consisting of NHC(O), wherein the left side of G1 is attached to ring M;
• Z is selected from the group consisting of NHC(O), wherein the left side of Z is attached to ring M;
• R1a is selected from the group consisting of —H, CH3, CH2CH3, CH2CH2CH3, OCH3, CH2OH, C(CH3)2OH, CH2OCH3, CH2CH2OCH3, NH2, CH2NH2, NHCH3, CH2NHCH3, N(CH3)2, CH2N(CH3)2, CO2H, CH2CO2H, CH2CH2CO2H, CH2CH2CO2CH2CH3, COCH3, COCH2C(CH3)3, COCF3, CO2CH3, CO2CH2CH3, CO2CH(CH3)2, CO2C(CH3)3, CH2CO2CH3, CH2CH2CO2CH2CH3, S(O)2CH3, CH2S(O)2CH3, C(O)NH2, CONH(CH3), CONH(CH2CH3), CONHC(CH3)3, CON(CH3)2, CON(CH3)(CH2CH3), CON(CH3)CH(CH3)2, CH2C(O)NH2, CH2CON(CH3)2, CSN(CH3)2, SO2NH2, CH2SO2NH2, NHSO2CH3, and CH2NHSO2CH3;
• alternatively, R1a is selected from the group consisting of:
• R2, at each occurrence, is selected from the group consisting of H, C1-3alkyl substituted with 0–1 R4b, C3-6cycloalkyl substituted with 0–1 R4b, CH2—C3-6 cycloalkyl substituted with 0–1 R4b, phenyl substituted with 0–1 R4b, benzyl substituted with 0–1 R4b, and 5 membered aromatic heterocycle substituted with 0–1 R4b and consisting of:
• carbon atoms and 1–4 heteroatoms selected from the group consisting of N, O, and S(O)p;
• R2a, at each occurrence, is selected from the group consisting of —H, CH3, and CH2CH3;
• alternatively, NR2R2a forms a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0–1 R4b and consisting of:
• carbon atoms, the N of NR2R2a, and 0–1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
• R2b, at each occurrence, is selected from the group consisting of —OH, OCH3, OCH2CH3, CH3, and CH2CH3;
• R3, at each occurrence, is selected from the group consisting of —H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
• R3a, at each occurrence, is selected from the group consisting of —H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
• alternatively, R3 and R3a, together with the nitrogen atom to which they are attached, combine to form a 5 or 6 membered saturated, partially unsaturated, or unsaturated ring consisting of:
• carbon atoms and the nitrogen atom to which R3 and R3a are attached;
• R3c, at each occurrence, is selected from the group consisting of —CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
• R4a is selected from the group consisting of —C1-4alkyl, CF3, OR2, CH2OR2, (CH2)2OR2, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, S(O)pR5, SO2NR2R2a, and 1-CF3-tetrazol-2-yl;
• R4b, at each occurrence, is selected from the group consisting of —H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2-phenyl, S(O)2CH3, S(O)2-phenyl, and CF3;
• R5, at each occurrence, is selected from the group consisting of —H, ═O, CH3, CH2CH3, OR3, CH2OR3, F, Cl, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)2—CH3, S(O)2-phenyl, CF3, phenyl substituted with 0–2 R6, naphthyl substituted with 0–2 R6, and benzyl substituted with 0–2 R6;
• R6, at each occurrence, is selected from the group consisting of —H, OH, OR2, F, Cl, CH3, CH2CH3, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, and SO2NR2R2a;
• and
• p, at each occurrence, is selected from the group consisting of —0, 1, and 2.