Trifluoroacetic acid → 8-Chloro-4-(3-imidazol-1-yl-phenyl)-7-isobutylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1265906Notes

Reaction equation

HRID 1265906 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([NH:14][CH2:15][CH:16]([CH3:18])[CH3:17])[C:11]([Cl:19])=[CH:10][C:9]=1[NH:20][C:21](=[O:36])[CH2:22][C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([N:31]2[CH:35]=[CH:34][N:33]=[CH:32]2)[CH:26]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:19][C:11]1[C:12]([NH:14][CH2:15][CH:16]([CH3:18])[CH3:17])=[CH:13][C:8]2[N:7]=[C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[C:27]([N:31]4[CH:35]=[CH:34][N:33]=[CH:32]4)[CH:26]=3)[CH2:22][C:21](=[O:36])[NH:20][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586905{4-Chloro-2-[3-(3-imidazol-1-yl-phenyl)-3-oxo-propionylamino]-5-isobutylamino-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 101795938-Chloro-4-(3-imidazol-1-yl-phenyl)-7-isobutylamino-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from {4-chloro-2-[3-(3-imidazol-1-yl-phenyl)-3-oxo-propionylamino]-5-isobutylamino-phenyl}-carbamic acid tert-butyl ester (Example M126) (0.33 g, 0.63 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a light yellow solid (240 mg, 94%).

Sources & evidence

ORD record
ord-76d5b855a2f94300b364eceb3ffa450c
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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