Trifluoroacetic acid → 4-[3-(2-Pyrrolidin-1-yl-pyridin-4-yl)-phenyl]-7-(2,2,2-trifluoro-ethoxy)-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498846Notes

Reaction equation

HRID 498846 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([O:14][CH2:15]C(F)(F)F)[C:11](C(F)(F)F)=[CH:10][C:9]=1[NH:24][C:25](=[O:46])[CH2:26][C:27](=O)[C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]2[CH:39]=[CH:38][N:37]=[C:36]([N:40]3[CH2:44][CH2:43][CH2:42][CH2:41]3)[CH:35]=2)[CH:29]=1)(C)(C)C.C(O)([C:50]([F:53])([F:52])[F:51])=O>C(Cl)Cl>[N:40]1([C:36]2[CH:35]=[C:34]([C:30]3[CH:29]=[C:28]([C:27]4[CH2:26][C:25](=[O:46])[NH:24][C:9]5[CH:10]=[C:11]([C:50]([F:53])([F:52])[F:51])[C:12]([O:14][CH2:15][C:50]([F:53])([F:52])[F:51])=[CH:13][C:8]=5[N:7]=4)[CH:33]=[CH:32][CH:31]=3)[CH:39]=[CH:38][N:37]=2)[CH2:41][CH2:42][CH2:43][CH2:44]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589462[2-{3-Oxo-3-[3-(2-pyrrolidin-1-yl-pyridin-4-yl)-phenyl]-propionylamino}-5-(2,2,2-trifluoro-ethoxy)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 223174424-[3-(2-Pyrrolidin-1-yl-pyridin-4-yl)-phenyl]-7-(2,2,2-trifluoro-ethoxy)-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-(2-pyrrolidin-1-yl-pyridin-4-yl)-phenyl]-propionylamino}-5-(2,2,2-trifluoro-ethoxy)-4-trifluoromethyl-phenyl]-carbamic acid tert-butyl ester (Example M293) (376 mg, 0.61 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (111 mg, 33%).

Sources & evidence

ORD record
ord-71f31c1f4dd34cdb906afb981f9076af
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

Loading…