Dichloromethane → 4-[3-(4-Methyl-pyridin-3-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498705Notes

Reaction equation

HRID 498705 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12](CC)C(C(F)(F)F)=[CH:10][C:9]=1[NH:20][C:21](=[O:40])[CH2:22][C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[CH:32]=[N:33][C:34](C3CC3)=[CH:35][CH:36]=2)[CH:26]=1)=O)(C)(C)C.[C:42](O)([C:44]([F:47])([F:46])[F:45])=O.[CH2:49](Cl)Cl>>[CH3:49][C:36]1[CH:35]=[CH:34][N:33]=[CH:32][C:31]=1[C:27]1[CH:26]=[C:25]([C:23]2[CH2:22][C:21](=[O:40])[NH:20][C:9]3[CH:10]=[C:42]([C:44]([F:47])([F:46])[F:45])[CH:12]=[CH:13][C:8]=3[N:7]=2)[CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 86589389(2-{3-[3-(6-Cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-5-ethyl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 223177804-[3-(4-Methyl-pyridin-3-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Procedure

The title compound was prepared from (2-{3-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-5-ethyl-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example M206) (266 mg, 0.518 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a white solid (162 mg, 79%).

Sources & evidence

ORD record
ord-c2496fe3aa5243369fdee4cb58565393
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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