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

HRID 498643Notes

Reaction equation

HRID 498643 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([Cl:15])=[CH:10][C:9]=1[NH:16][C:17](=[O:36])[CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]2[CH:28]=[N:29][C:30]([CH:33]3[CH2:35][CH2:34]3)=[CH:31][CH:32]=2)[CH:22]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:15][C:11]1[C:12]([CH3:14])=[CH:13][C:8]2[N:7]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([C:27]4[CH:28]=[N:29][C:30]([CH:33]5[CH2:35][CH2:34]5)=[CH:31][CH:32]=4)[CH:22]=3)[CH2:18][C:17](=[O:36])[NH:16][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589328(4-Chloro-2-{3-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-5-methyl-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 223176338-Chloro-4-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-7-methyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (4-chloro-2-{3-[3-(6-cyclopropyl-pyridin-3-yl)-phenyl]-3-oxo-propionylamino}-5-methyl-phenyl)-carbamic acid tert-butyl ester (Example M143) (332 mg, 0.638 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a white solid (163 mg, 64%).

Sources & evidence

ORD record
ord-a3f379b29ff3431eb8322e244f0dd193
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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