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

HRID 1265785Notes

Reaction equation

HRID 1265785 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[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>[O:36]=[C:24]1[CH2:25][C:26]([C:28]2[CH:33]=[CH:32][N:31]=[C:30]([C:34]#[N:35])[CH:29]=2)=[N:7][C:8]2[CH:13]=[C:12]([N:14]3[CH2:15][CH2:16][CH2:17][CH2:18]3)[C:11]([C:19]([F:22])([F:20])[F:21])=[CH:10][C:9]=2[NH:23]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586831{2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-pyrrolidin-1-yl-4-trifluoromethyl-phenyl}-carbamic acid tert.-butyl ester

Product 1

HCID 102722444-(4-Oxo-8-pyrrolidin-1-yl-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-pyrrolidin-1-yl-4-trifluoromethyl-phenyl}-carbamic acid tert.-butyl ester (Example M36) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as an orange solid (65 mg).

Sources & evidence

ORD record
ord-9dd55b492d634fbe840bf7431d5a5eaa
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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