Methyl propiolate → 1-{3-[2-Chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazole-4-carboxylic acid methyl ester
Reaction equation
[N:1]([C:4]1[CH:5]=[CH:6][C:7]([CH3:28])=[C:8]([C:10]([C:12]2[CH:17]=[CH:16][C:15]([NH:18][C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=3[F:26])=[CH:14][C:13]=2[Cl:27])=[O:11])[CH:9]=1)=[N+:2]=[N-:3].[CH3:29][O:30][C:31](=[O:34])[C:32]#[CH:33]>>[CH3:29][O:30][C:31]([C:32]1[N:3]=[N:2][N:1]([C:4]2[CH:5]=[CH:6][C:7]([CH3:28])=[C:8]([C:10](=[O:11])[C:12]3[CH:17]=[CH:16][C:15]([NH:18][C:19]4[CH:24]=[CH:23][C:22]([F:25])=[CH:21][C:20]=4[F:26])=[CH:14][C:13]=3[Cl:27])[CH:9]=2)[CH:33]=1)=[O:34]Participants
3
Procedure
The reaction was carried out similarly as described in the preparation of compound 116, using compound 434 (0.50 mmol) and propynoic acid methyl ester (0.50 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 0:100 to 50:50 as the eluent to afford the title compound.
Workup
- custom