(5-Amino-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanone → (4-Amino-2-chloro-phenyl)-(5-bromo-2-methoxy-phenyl)-methanone

HRID 2067218Notes

Reaction equation

HRID 2067218 reaction equation
NC1C=CC(C)=C(C(C2C=CC(NC3C=CC(F)=CC=3F)=CC=2Cl)=O)C=1.[Br:27][C:28]1[CH:29]=[CH:30][C:31]([O:46][CH3:47])=[C:32]([C:34]([C:36]2[CH:41]=[CH:40][C:39]([N+:42]([O-])=O)=[CH:38][C:37]=2[Cl:45])=[O:35])[CH:33]=1>>[NH2:42][C:39]1[CH:40]=[CH:41][C:36]([C:34]([C:32]2[CH:33]=[C:28]([Br:27])[CH:29]=[CH:30][C:31]=2[O:46][CH3:47])=[O:35])=[C:37]([Cl:45])[CH:38]=1

Participants

3

Reactant 2

HCID 11538012(5-Amino-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanoneHCID 68418361(5-Bromo-2-methoxy-phenyl)-(2-chloro-4-nitro-phenyl)-methanone

Product 1

HCID 64420012(4-Amino-2-chloro-phenyl)-(5-bromo-2-methoxy-phenyl)-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 404, using compound 423 (16.1 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 20:80 to 45:55 as the eluent to afford the title compound as yellow solid.

Workup

  1. customThe crude product was purified by continuous gradient flash chromatography

Sources & evidence

ORD record
ord-a1a75288c58c4c91ab0db5adf47920cf
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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