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

HRID 2067282Notes

Reaction equation

HRID 2067282 reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:30])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]([F:28])(F)F)=C[CH:20]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].NC1C=CC(C)=C(C(C2C=CC(NC3C=CC=C(F)C=3)=CC=2Cl)=O)C=1>>[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:30])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[C:25]([F:28])[CH:20]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 68416513(5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-fluoro-phenylamino)-phenyl]-methanoneHCID 86605524(5-Azido-2-methyl-phenyl)-[2-chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-methanone

Product 1

HCID 86605538(5-Azido-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 416, using compound 458 (1.83 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 1:9 and 1:6 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-251c3d013b934f7d859ca84d6f848771
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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