Trifluoroacetic acid → 8-Chloro-7-dimethylamino-4-[2-(3-methyl-isoxazol-5-yl)-pyridin-4-yl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1265757Notes

Reaction equation

HRID 1265757 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH3:16])[CH3:15])[C:11]([Cl:17])=[CH:10][C:9]=1[NH:18][C:19](=[O:35])[CH2:20][C:21]([C:23]1[CH:28]=[CH:27][N:26]=[C:25]([C:29]2[O:33][N:32]=[C:31]([CH3:34])[CH:30]=2)[CH:24]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:17][C:11]1[C:12]([N:14]([CH3:16])[CH3:15])=[CH:13][C:8]2[N:7]=[C:21]([C:23]3[CH:28]=[CH:27][N:26]=[C:25]([C:29]4[O:33][N:32]=[C:31]([CH3:34])[CH:30]=4)[CH:24]=3)[CH2:20][C:19](=[O:35])[NH:18][C:9]=2[CH:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586807(4-Chloro-5-dimethylamino-2-{3-[2-(3-methyl-isoxazol-5-yl)-pyridin-4-yl]-3-oxo-propionylamino}-phenyl)-carbamic acid tert.-butyl ester

Product 1

HCID 186132178-Chloro-7-dimethylamino-4-[2-(3-methyl-isoxazol-5-yl)-pyridin-4-yl]-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (4-chloro-5-dimethylamino-2-{3-[2-(3-methyl-isoxazol-5-yl)-pyridin-4-yl]-3-oxo-propionylamino}-phenyl)-carbamic acid tert.-butyl ester (Example M10) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (111 mg).

Sources & evidence

ORD record
ord-a6a130b2de7d45fda5e4eae3ec7bfdc9
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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