1,3-Benzodiazepin-2-ones and 1,3-Benzoxazepin-2-ones useful as HIV reverse transcriptase inhibitors

A compound of formula I:

• or a stereoisomer or pharmaceutically acceptable salt form thereof, wherein:
• A is O or S;
• B is NR8;
• W is CR3;
• X is CR3a;
• Y is CR3b;
• Z is CR3c;
• R1 is selected from the group C1-3 alkyl substituted with 0-7 halogen and cyclopropyl;
• R2 is selected from the group —R2c, —OR2c, —OCHR2aR2b, —OCH2CHR2aR2b, —O(CH2)2CHR2aR2b, —OCHR2aC═C—R2b, —OCHR2aC═R2c, 13 OCHR2aC≡C—R2b, —SR2c, —SCHR2aR2b, —SCH2CHR2aR2b, —S(CH2)2CHR2aR2b, —SCHR2aC═C—R2b, —SCHR2aC═R2c, —SCHR2aC≡C—R2b, —NR2aR2c, —NHCHR2aR2b, —NHCH2CHR2aR2b, —NH(CH2)2CHR2aR2b, —NHCHR2aC═C—R2b, —NHCHR2aC═R2c, and —NHCHR2aC≡C—R2b;
• R2a is selected from the group H, CH3, CH2CH3, CH(CH3)2, and CH2CH2CH3;
• R2b is H or R2c;
• R2c is selected from the group C1-6 alkyl substituted with 0-2 R4, C2-5 alkenyl substituted with 0-2 R4, C2-5 alkynyl substituted with 0-1 R4, C3-6 cycloalkyl substituted with 0-2 R3d, phenyl substituted with 0-2 R3d, and 3-6 membered heterocyclic group containing 1-3 heteroatoms selected from the group O, N, and S, substituted with 0-2 R3d;
• alternatively, the group —NR2aR2c represents a 4-7 membered cyclic amine, wherein 0-1 carbon atoms are replaced by O or NR5;
• R3 is selected from the group H, C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, —SO2NR5R5a, and a 5-6 membered heteroaromatic ring containing 1-4 heteroatoms selected from the group O, N, and S;
• R3a is selected from the group H, C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, —SO2NR5R5a, and a 5-6 membered heteroaromatic ring containing 1-4 heteroatoms selected from the group O, N, and S;
• alternatively, R3 and R3a together form —OCH2O—;
• R3b is selected from the group H, C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, and —SO2NR5R5a;
• alternatively, R3a and R3b together form —OCH2O—;
• R3c is selected from the group H, C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, and —SO2NR5R5a;
• alternatively, R3b and R3c together form —OCH2O—;
• R3d, at each occurrence, is independently selected from the group C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, and —SO2NR5R5a;
• R3e, at each occurrence, is independently selected from the group C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, and —SO2NR5R5a;
• R3f, at each occurrence, is independently selected from the group C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, and —SO2NR5R5a;
• R3g, at each occurrence, is independently selected from the group C1-4 alkyl, —OH, C1-4 alkoxy, OCF3, F, Cl, Br, I, —NR5R5a, —NO2, —CN, —C(O)R6, —NHC(O)R7, —NHC(O)NR5R5a, —NHSO2R10, —SO2NR5R5a, C3-10 carbocycle substituted with 0-3 R3f and a 5-10 membered heterocyclic group containing 1-3 heteroatoms selected from the group O, N, and S, substituted with 0-3 R3f;
• and,
• R4 is selected from the group F, Cl, Br, I, C1-6 alkyl substituted with 0-2 R3e, C3-10 carbocycle substituted with 0-2 R3e, phenyl substituted with 0-5 R3e, and a 5-10 membered heterocyclic group containing 1-3 heteroatoms selected from the group O, N, and S, substituted with 0-2 R3e;
• R5 and R5a are independently selected from the group H and C1-4 alkyl;
• alternatively, R5 and R5a, together with the nitrogen to which they are attached, combine to form a 5-6 membered ring containing 0-1 O or N atoms;
• R6 is selected from the group H, OH, C1-4 alkyl, C1-4 alkoxy, and NR5R5a;
• R7 is selected from the group C1-3 alkyl and C1-3 alkoxy;
• R8 is selected from the group H, OR9, SR9, NR5R9, C1-6 alkyl substituted with 0-3 R3g, C2-6 alkenyl substituted with 0-3 R3g, C2-6 alkynyl substituted with 0-3 R3g, C3-5 cycloalkyl substituted with 0-2 R3f, phenyl substituted with 0-5 R3f, and a 5-6 membered heterocyclic group containing 1-3 heteroatoms selected from the group O, N, and S, substituted with 0-2 R3f;
• R9 is selected from the group C3-10 carbocycle substituted with 0-5 R3f and a 5-10 membered heterocyclic group containing 1-3 heteroatoms selected from the group O, N, and S, substituted with 0-2 R3f;
• and,
• R10 is selected from the group C1-4 alkyl and phenyl.