HRID547332

反应详情

EQUATION

反应方程式

HRID 547332 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

Sodium hydride (60% dispersion in oil, 59 mg, 1.47 mmol) was added to a stirred solution of 1-[2-(methoxymethyl)-1H-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol (4.20 g, 14.7 mmol) in tetrahydrofuran (59 mL). After 5 minutes, methyl vinyl sulfone (3.10 g, 29.4 mmol) was added dropwise. The reaction mixture was stirred at room temperature for 17 hours. Water (5 mL) was added and the mixture was concentrated under reduced pressure to afford an oil that was purified by flash chromatography (silica gel, eluted with 5% methanol in dichloromethane) to provide 3.7 g of 2-(methoxymethyl)-1-{2-methyl-2-[2-(methylsulfonyl)ethoxy]propyl}-1H-imidazo[4,5-c]quinoline as a white solid.

WORKUP

后处理

  1. concentrationthe mixture was concentrated under reduced pressure
  2. customto afford an oil that
  3. customwas purified by flash chromatography (silica gel, eluted with 5% methanol in dichloromethane)