HRID1189552

反应详情

EQUATION

反应方程式

HRID 1189552 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

CONDITIONS

反应条件

温度
25 °C

PROCEDURE

实验过程

A mixture of 2,4-dimethyl-3-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrole (128.0 mg, 0.402 mmol) and N-chlorosulfonylisocyanide (43.7 μl, 0.502 mmol) in acetonitrile (2.0 ml) was stirred at 25° C. for 1 hour. DMF (31.1 μl, 0.402 mmol) was then added and the resulting mixture was stirred for an additional 16 h at room temperature. The reaction was quenched with water (100 ml) and extracted with dichloromethane (100 ml×2). The organic layers were combined, filtered, and evaporated to give an oil. The oil was purified by column chromatography (0 to 50% ethyl acetate in hexanes) to give 3,5-dimethyl-4-(2-(pyrrolidin-1-ylsulfonyl)benzyl)-1H-pyrrole-2-carbonitrile (49.6 mg, 0.144 mmol, 35.9% yield).

WORKUP

后处理

  1. stirringthe resulting mixture was stirred for an additional 16 h at room temperature
  2. customThe reaction was quenched with water (100 ml)
  3. extractionextracted with dichloromethane (100 ml×2)
  4. filtrationfiltered
  5. customevaporated
  6. customto give an oil
  7. customThe oil was purified by column chromatography (0 to 50% ethyl acetate in hexanes)