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

HRID 1266863Notes

Reaction equation

HRID 1266863 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]2[CH2:19][CH2:18][S:17][CH2:16][CH2:15]2)[C:11]([C:20]([F:23])([F:22])[F:21])=[CH:10][C:9]=1[NH:24][C:25](=[O:37])[CH2:26][C:27]([C:29]1[CH:34]=[CH:33][N:32]=[C:31]([C:35]#[N:36])[CH:30]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[O:37]=[C:25]1[CH2:26][C:27]([C:29]2[CH:34]=[CH:33][N:32]=[C:31]([C:35]#[N:36])[CH:30]=2)=[N:7][C:8]2[CH:13]=[C:12]([N:14]3[CH2:15][CH2:16][S:17][CH2:18][CH2:19]3)[C:11]([C:20]([F:23])([F:22])[F:21])=[CH:10][C:9]=2[NH:24]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 11455616{2-[3-(2-Cyano-pyridin-4-yl)-3-oxo-propionylamino]-5-thiomorpholin-4-yl-4-trifluoromethyl-phenyl}-carbamic acid tert.-butyl ester

Product 1

HCID 98674044-(4-Oxo-8-thiomorpholin-4-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-thiomorpholin-4-yl-4-trifluoromethyl-phenyl}-carbamic acid tert.-butyl ester (Example M26) (265 mg, 0.5 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (111 mg).

Sources & evidence

ORD record
ord-e88d0b9f5e944e66b365ec93f1759a73
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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