Trifluoroacetic acid → 4-{3-[7-Chloro-4-oxo-8-(2,2,2-trifluoro-ethoxy)-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-phenyl]-pyridine-2-carbonitrile

HRID 498682Notes

Reaction equation

HRID 498682 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])[C:11]([Cl:20])=[CH:10][C:9]=1[NH:21][C:22](=[O:40])[CH2:23][C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]2[CH:37]=[CH:36][N:35]=[C:34]([C:38]#[N:39])[CH:33]=2)[CH:27]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:20][C:11]1[C:12]([O:14][CH2:15][C:16]([F:19])([F:18])[F:17])=[CH:13][C:8]2[N:7]=[C:24]([C:26]3[CH:27]=[C:28]([C:32]4[CH:37]=[CH:36][N:35]=[C:34]([C:38]#[N:39])[CH:33]=4)[CH:29]=[CH:30][CH:31]=3)[CH2:23][C:22](=[O:40])[NH:21][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589367[4-Chloro-2-{3-[3-(2-cyano-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester

Product 1

HCID 223176014-{3-[7-Chloro-4-oxo-8-(2,2,2-trifluoro-ethoxy)-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-phenyl]-pyridine-2-carbonitrile

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from [4-chloro-2-{3-[3-(2-cyano-pyridin-4-yl)-phenyl]-3-oxo-propionylamino}-5-(2,2,2-trifluoro-ethoxy)-phenyl]-carbamic acid tert-butyl ester (Example M183) (239 mg, 0.406 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (120 mg, 63%).

Sources & evidence

ORD record
ord-5dcababf976d40f990d131a29ed134a5
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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