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

HRID 498536Notes

Reaction equation

HRID 498536 reaction equation
C(OC(=O)[NH:7][C:8]1[C:13]([NH:14][C:15](=[O:31])[CH2:16][C:17](=O)[C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]3[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=3)[CH:19]=2)=[CH:12][C:11]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[F:38])=[C:10]([N:39]([CH3:41])[CH3:40])[CH:9]=1)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:40][N:39]([CH3:41])[C:10]1[C:11]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=2[F:38])=[CH:12][C:13]2[NH:14][C:15](=[O:31])[CH2:16][C:17]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([C:24]4[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=4)[CH:19]=3)=[N:7][C:8]=2[CH:9]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86589252{2-Dimethylamino-2'-fluoro-5-(3-oxo-3-(3-pyridin-4-yl-phenyl)-propionylamino]-biphenyl-4-yl}-carbamic acid tert-butyl ester

Product 1

HCID 223173577-Dimethylamino-8-(2-fluoro-phenyl)-4-(3-pyridin-4-yl-phenyl)-1,3-dihydro-benzo[b][1,4]diazepin-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared from {2-dimethylamino-2′-fluoro-5-(3-oxo-3-(3-pyridin-4-yl-phenyl)-propionylamino]-biphenyl-4-yl}-carbamic acid tert-butyl ester (Example M35) (302 mg, 0.531 mmol) by treatment with TFA in CH2Cl2 according to the general procedure N. Obtained as a yellow solid (208 mg).

Sources & evidence

ORD record
ord-9f376e41b2a14257bc27e1b850f4685e
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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