Sulfuric Acid → 1-Amino-7-[4-(methylsulfonyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carboxamide

反応式

COC1C=CC(C[NH:8][C:9]2[C:14]3[C:15]4[CH:21]=[CH:20][C:19]([C:22]5[CH:27]=[CH:26][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:24][CH:23]=5)=[CH:18][C:16]=4[S:17][C:13]=3[C:12]([C:32]#[N:33])=[CH:11][N:10]=2)=CC=1.[OH:36]S(O)(=O)=O.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>O>[NH2:8][C:9]1[C:14]2[C:15]3[CH:21]=[CH:20][C:19]([C:22]4[CH:23]=[CH:24][C:25]([S:28]([CH3:31])(=[O:30])=[O:29])=[CH:26][CH:27]=4)=[CH:18][C:16]=3[S:17][C:13]=2[C:12]([C:32]([NH2:33])=[O:36])=[CH:11][N:10]=1

参加物

実験手順

A solution of 1-[(4-methoxybenzyl)amino]-7-[4-(methylsulfonyl)phenyl][1]benzothieno[3,2-c]pyridine-4-carbonitrile in conc. H2SO4 (45 equiv) was stirred at room temperature for 2 h and then poured into H2O. The mixture was neutralized with K3PO4, filtered, washed with H2O and dried. The crude product was purified by flash chromatography on silica gel, eluted with 10% MeOH in EtOAc to provide the title compound.