Реакция #171015

Уравнение реакции

3-(3-chloro-5-fluoro-4-((5-(2-(4-fluoro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)phenylsulfonamido)propyl methanesulfonate

1-methylimidazole

→

title compound

Выход 16.0%

3-(3-(3-chloro-5-fluoro-4-((5-(2-(4-fluoro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)phenylsulfonamido)propyl)-1-methyl-1H-imidazol-3-ium methanesulfonate

Выход 16.0%

Растворители

CH3CN

Условия реакции

Обработка

1. 1
   Температураwas refluxed in sealed tube for 3 h
2. 2
   ТемператураAfter cooling
3. 3
   Другоеevaporation of volatiles
4. 4
   Другоеthe residue was purified by column chromatography (DCM/MeOH=5:1)

Методика

A mixture of 3-(3-chloro-5-fluoro-4-((5-(2-(4-fluoro-3-methoxyphenyl)propan-2-yl)-1-(4-fluorophenyl)-1H-imidazol-2-ylthio)methyl)phenylsulfonamido)propyl methanesulfonate (50 mg, 0.064 mmol) and 1-methylimidazole (0.1 mL) in CH3CN was refluxed in sealed tube for 3 h. After cooling and evaporation of volatiles, the residue was purified by column chromatography (DCM/MeOH=5:1) to give the title compound (8 mg, 16% yield). 1H NMR (400 MHz, CD3OD) δ 8.98-8.94 (m, 1H), 7.66 (d, J=1.95 Hz, 1H), 7.61 (t, J=1.73 Hz, 2H), 7.47-7.39 (m, 1H), 7.24 (s, 1H), 6.99-6.89 (m, 1H), 6.83 (t, J=8.63 Hz, 2H), 6.65-6.56 (m, 1H), 6.56-6.48 (m, 1H), 6.32 (dd, J=8.88, 4.80 Hz, 2H), 4.37 (t, J=6.77 Hz, 3H), 4.02 (d, J=1.33 Hz, 3H), 3.95 (s, 4H), 3.73 (d, J=3.60 Hz, 4H), 2.99-2.88 (m, 3H), 2.69 (d, J=3.79 Hz, 14H), 2.15-2.05 (m, 3H), 1.51 (s, 9H); MS (EI) m/z 704 (M+).

Источник