Trifluoroacetic acid → 4-[3-(6-Cyclopropyl-pyridin-3-yl)-phenyl]-8-trifluoromethoxy-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 498686Notes

Reaction equation

HRID 498686 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[NH:19][C:20](=[O:39])[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[CH:31]=[N:32][C:33]([CH:36]3[CH2:38][CH2:37]3)=[CH:34][CH:35]=2)[CH:25]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:36]1([C:33]2[N:32]=[CH:31][C:30]([C:26]3[CH:25]=[C:24]([C:22]4[CH2:21][C:20](=[O:39])[NH:19][C:9]5[CH:10]=[C:11]([O:14][C:15]([F:18])([F:16])[F:17])[CH:12]=[CH:13][C:8]=5[N:7]=4)[CH:29]=[CH:28][CH:27]=3)=[CH:35][CH:34]=2)[CH2:37][CH2:38]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589371(2-{3-[3-(6-Cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-4-trifluoromethoxy-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 223176464-[3-(6-Cyclopropyl-pyridin-3-yl)-phenyl]-8-trifluoromethoxy-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-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-4-trifluoromethoxy-phenyl)-carbamic acid tert-butyl ester (Example M187) (242 mg, 0.436 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a white solid (93 mg, 49%).

Sources & evidence

ORD record
ord-20ac689f433a45be9f6b8a61cc4840cd
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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