反応 #171023

反応方程式

methyl p-toluenesulfonate

3-(4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorophenyl)-N,N-dimethylprop-2-yn-1-amine

methyl p-toluenesulfonate

→

3-(4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorophenyl)-N,N,N-trimethylprop-2-yn-1-aminium 4-methylbenzenesulfonate

溶媒

Et2O

反応条件

後処理

1. 1
   ろ過The mixture was filtered

実験手順

To a solution of 3-(4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorophenyl)-N,N-dimethylprop-2-yn-1-amine (50 mg, 0.09 mmol, 1.0 eq) in Et2O (0.1 mL) was added methyl p-toluenesulfonate. After 1 h, an additional 1.0 eq methyl p-toluenesulfonate was added and the reaction mixture stirred 30 min. The mixture was filtered to provide 3-(4-((5-(2-(4-chloro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorophenyl)-N,N,N-trimethylprop-2-yn-1-aminium 4-methylbenzenesulfonate (20 mg) as a white crystalline solid: 1H NMR (400 MHz, DMSO) δ 7.52-7.44 (m, 2H), 7.40 (d, J=7.6 Hz, 2H), 7.26 (d, J=8.3 Hz, 1H), 7.19 (s, 1H), 7.12 (d, J=7.8 Hz, 2H), 7.03-6.92 (m, 2H), 6.55 (d, J=2.0 Hz, 1H), 6.51-6.40 (m, 3H), 4.64 (s, 2H), 3.98 (s, 2H), 3.69 (s, 3H), 3.20 (d, J=13.8 Hz, 9H), 2.29 (s, 3H), 1.46 (s, 6H); MS (EI) m/z 598.3 (M+).

出典