[2-Chloro-4-(3-fluoro-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanone → (5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-fluoro-phenylamino)-phenyl]-methanone

HRID 2067281Notes

Reaction equation

HRID 2067281 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:28])=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:22]=C[C:20]([C:23](F)([F:25])F)=[CH:19][CH:18]=3)=[CH:12][C:11]=2[Cl:27])=[O:9])[CH:7]=1.ClC1C=C(NC2C=CC=C(F)C=2)C=CC=1C(C1C=C([N+]([O-])=O)C=CC=1C)=O>>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:28])=[C:6]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17]3[CH:18]=[CH:19][CH:20]=[C:23]([F:25])[CH:22]=3)=[CH:12][C:11]=2[Cl:27])=[O:9])[CH:7]=1

Participants

3

Reactant 2

HCID 68417015[2-Chloro-4-(3-fluoro-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanoneHCID 68419668(5-Amino-2-methyl-phenyl)-[2-chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-methanone

Product 1

HCID 68416513(5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-fluoro-phenylamino)-phenyl]-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 415, using compound 457 (2.25 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 1:2 as the eluent to afford the title compound as yellow foam.

Workup

  1. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-4d99f93a5dd54615ab025cdd588786af
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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