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

HRID 2067224Notes

Reaction equation

HRID 2067224 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:26])=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:18]=3F)=[CH:12][C:11]=2[Cl:25])=[O:9])[CH:7]=1.ClC1C=C(NC2C=CC(F)=CC=2)C=CC=1C(C1C=C([N+]([O-])=O)C=CC=1C)=O>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:26])=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)=[CH:12][C:11]=2[Cl:25])=[O:9])[CH:7]=1

Participants

3

Reactant 2

HCID 11538012(5-Amino-2-methyl-phenyl)-[2-chloro-4-(2,4-difluoro-phenylamino)-phenyl]-methanoneHCID 68419037[2-Chloro-4-(4-fluoro-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanone

Product 1

HCID 68418042(5-Amino-2-methyl-phenyl)-[2-chloro-4-(4-fluoro-phenylamino)-phenyl]-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 404, using compound 428 (19.2 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 1:2 followed by 2:3 as the eluent to afford the title compound as solid.

Workup

  1. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-f350e1b21b7e498e9ba4caefc5eb7af2
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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