Trifluoroacetic acid → 4-(3-Pyridin-3-yl-phenyl)-7-pyrrolidin-1-yl-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498666Notes

Reaction equation

HRID 498666 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[C:11]([C:19]([F:22])([F:21])[F:20])=[CH:10][C:9]=1[NH:23][C:24](=[O:40])[CH2:25][C:26](=O)[C:27]1[CH:32]=[CH:31][CH:30]=[C:29]([C:33]2[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=2)[CH:28]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[N:35]1[CH:36]=[CH:37][CH:38]=[C:33]([C:29]2[CH:28]=[C:27]([C:26]3[CH2:25][C:24](=[O:40])[NH:23][C:9]4[CH:10]=[C:11]([C:19]([F:22])([F:20])[F:21])[C:12]([N:14]5[CH2:15][CH2:16][CH2:17][CH2:18]5)=[CH:13][C:8]=4[N:7]=3)[CH:32]=[CH:31][CH:30]=2)[CH:34]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589353{2-[3-Oxo-3-(3-pyridin-3-yl-phenyl)-propionylamino]-5-pyrrolidin-1-yl-4-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 223177174-(3-Pyridin-3-yl-phenyl)-7-pyrrolidin-1-yl-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from {2-[3-oxo-3-(3-pyridin-3-yl-phenyl)-propionylamino]-5-pyrrolidin-1-yl-4-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester (Example M169) (249 mg, 0.438 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (129 mg, 65%).

Sources & evidence

ORD record
ord-08539866204145829aa02541c0e48dfe
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

Loading…