Trifluoroacetic acid → 7-Dimethylamino-4-[3-(5-dimethylaminomethyl-[1,2,3]triazol-1-yl)-phenyl]-8-fluoro-1,3-dihydro-benzo[b][1,4]diazepin-2-one

HRID 1265788Notes

Reaction equation

HRID 1265788 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[C:12]([N:14]([CH3:16])[CH3:15])[C:11]([F:17])=[CH:10][C:9]=1[NH:18][C:19](=[O:38])[CH2:20][C:21]([C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([N:29]2[C:33]([CH2:34][N:35]([CH3:37])[CH3:36])=[CH:32][N:31]=[N:30]2)[CH:24]=1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:15][N:14]([CH3:16])[C:12]1[C:11]([F:17])=[CH:10][C:9]2[NH:18][C:19](=[O:38])[CH2:20][C:21]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([N:29]4[C:33]([CH2:34][N:35]([CH3:37])[CH3:36])=[CH:32][N:31]=[N:30]4)[CH:24]=3)=[N:7][C:8]=2[CH:13]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86586833(5-Dimethylamino-2-{3-[3-(5-dimethylaminomethyl-[1,2,3]triazol-1-yl)-phenyl]-3-oxo-propionylamino}-4-fluoro-phenyl)-carbamic acid tert.-butyl ester

Product 1

HCID 186133267-Dimethylamino-4-[3-(5-dimethylaminomethyl-[1,2,3]triazol-1-yl)-phenyl]-8-fluoro-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from (5-dimethylamino-2-{3-[3-(5-dimethyl-aminomethyl-[1,2,3]triazol-1-yl)-phenyl]-3-oxo-propionylamino}-4-fluoro-phenyl)-carbamic acid tert.-butyl ester (Example M39) (170 mg, 0.32 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (34 mg).

Sources & evidence

ORD record
ord-3095ce936a80425093a34c5e1b001275
Source dataset
uspto-grants-2003_04
Patent number
US06544985B2

Reaction notes

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