(5-Amino-2-methyl-phenyl)-(2-chloro-4-m-tolylamino-phenyl)-methanone → (5-Azido-2-methyl-phenyl)-(2-chloro-4-m-tolylamino-phenyl)-methanone

HRID 2067290Notes

Reaction equation

HRID 2067290 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(F)(F)F)=[CH:21][CH:20]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].N[C:32]1C=CC(C)=C(C(C2C=CC(NC3C=C(C)C=CC=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:20]=[C:21]([CH3:32])[CH:22]=[CH:23][CH:24]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3]

Participants

3

Reactant 2

HCID 68420133(5-Amino-2-methyl-phenyl)-(2-chloro-4-m-tolylamino-phenyl)-methanoneHCID 86605524(5-Azido-2-methyl-phenyl)-[2-chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-methanone

Product 1

HCID 86605540(5-Azido-2-methyl-phenyl)-(2-chloro-4-m-tolylamino-phenyl)-methanone

Procedure

The reaction was carried out similarly as described in the preparation of compound 416, using compound 464 (1.17 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 syrup.

Workup

  1. customThe crude product was purified by flash chromatography

Sources & evidence

ORD record
ord-31900f3274fb442fb73a6f7ea686f3ec
Source dataset
uspto-grants-2012_10
Patent number
US08293772B2

Reaction notes

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