Trifluoroacetic acid → 4-[8-(Cyclopropyl-methyl-amino)-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-pyridine-2-carbonitrile

HRID 1265826Notes

Reaction equation

HRID 1265826 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH:16]2[CH2:18][CH2:17]2)[CH3:15])[C:11]([C:19]([F:22])([F:21])[F:20])=[CH:10][C:9]=1[NH:23][C:24](=[O:36])[CH2:25][C:26]([C:28]1[CH:33]=[CH:32][N:31]=[C:30]([C:34]#[N:35])[CH:29]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:16]1([N:14]([CH3:15])[C:12]2[C:11]([C:19]([F:22])([F:21])[F:20])=[CH:10][C:9]3[NH:23][C:24](=[O:36])[CH2:25][C:26]([C:28]4[CH:33]=[CH:32][N:31]=[C:30]([C:34]#[N:35])[CH:29]=4)=[N:7][C:8]=3[CH:13]=2)[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586861[2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester

Product 1

HCID 696892204-[8-(Cyclopropyl-methyl-amino)-4-oxo-7-trifluoromethyl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-pyridine-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from [2-[3-(2-cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-(cyclopropyl-methyl-amino)-4-trifluoromethyl-phenyl]-carbamic acid tert.-butyl ester (Example M70) (215 mg, 0.42 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (87 mg).

Sources & evidence

ORD record
ord-e92d8e3c6b534bc8b610838314168be1
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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