(5-Amino-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone → (5-Azido-2-methyl-phenyl)-[2-chloro-4-(3-chloro-phenylamino)-phenyl]-methanone
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].NC1C=CC(C)=C(C(C2C=CC(NC3C=CC=C([Cl:53])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:21]([Cl:53])[CH:20]=3)=[CH:14][C:13]=2[Cl:29])=[O:11])[CH:9]=1)=[N+:2]=[N-:3]Participants
3
Reactant 2
Product 1
Procedure
The reaction was carried out similarly as described in the preparation of compound 416, using compound 461 (1.40 mmol). The crude product was purified by flash chromatography using EtOAc/petroleum ether (40-60) 1:6 as the eluent to afford the title compound as yellow syrup.
Workup
- customThe crude product was purified by flash chromatography
Sources & evidence
- ORD record
- ord-919aaa62799b43538fb79769cab8fc28
- Source dataset
- uspto-grants-2012_10
- Patent number
- US08293772B2
Reaction notes
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