Trifluoroacetic acid → 7-Cyclopropylmethoxy-4-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-8-trifluoromethyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498675Notes

Reaction equation

HRID 498675 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([O:14][CH2:15][CH:16]2[CH2:18][CH2:17]2)[C:11]([C:19]([F:22])([F:21])[F:20])=[CH:10][C:9]=1[NH:23][C:24](=[O:43])[CH2:25][C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([C:34]2[CH:35]=[N:36][C:37]([CH:40]3[CH2:42][CH2:41]3)=[CH:38][CH:39]=2)[CH:29]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:16]1([CH2:15][O:14][C:12]2[C:11]([C:19]([F:20])([F:21])[F:22])=[CH:10][C:9]3[NH:23][C:24](=[O:43])[CH2:25][C:26]([C:28]4[CH:33]=[CH:32][CH:31]=[C:30]([C:34]5[CH:35]=[N:36][C:37]([CH:40]6[CH2:41][CH2:42]6)=[CH:38][CH:39]=5)[CH:29]=4)=[N:7][C:8]=3[CH:13]=2)[CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589362(5-Cyclopropylmethoxy-2-{3-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 223175937-Cyclopropylmethoxy-4-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-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 (5-cyclopropylmethoxy-2-{3-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (Example M178) (240 mg, 0.39 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as an off-white solid (74 mg, 39%).

Sources & evidence

ORD record
ord-e501afb938174fdd8a54054d7099efee
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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