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

HRID 1787417Notes

Reaction equation

HRID 1787417 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([CH3:14])[C:11]([C:15]([F:18])([F:17])[F:16])=[CH:10][C:9]=1[NH:19][C:20](=[O:31])[CH2:21][C:22]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Br:30])[CH:25]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Br:30][C:26]1[CH:25]=[C:24]([C:22]2[CH2:21][C:20](=[O:31])[NH:19][C:9]3[CH:10]=[C:11]([C:15]([F:18])([F:17])[F:16])[C:12]([CH3:14])=[CH:13][C:8]=3[N:7]=2)[CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86623846{2-[3-(3-Bromo-phenyl)-3-oxo-propionylamino]-5-methyl-4-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester

Product 1

HCID 673614604-(3-Bromo-phenyl)-7-methyl-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 the above described {2-[3-(3-bromo-phenyl)-3-oxo-propionylamino]-5-methyl-4-trifluoromethyl-phenyl}-carbamic acid tert-butyl ester (3.50 g, 6.79 mmol) and TFA (20 mL) in DCM (60 mL) according to general procedure I step 2. Obtained as a light yellow solid (1.79 g, 64%). MS (ISP) 397.1 [(M+H)+] and 399.1 [(M+2+H)+]; mp 198-202° C.

Sources & evidence

ORD record
ord-ee0b72bd5af844a990b77c922a2d5d3a
Source dataset
uspto-grants-2009_03
Patent number
US07511033B2

Reaction notes

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