HRID1501505

反应详情

EQUATION

反应方程式

HRID 1501505 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

To a solution of 1.0 M potassium tert-butoxide in THF (0.207 mL) in THF (2.0 mL) at 0° C. was added triphenylmethylphosphonium bromide (77.8 mg, 0.218 mmol). The resulting mixture was warmed to room temperature and allowed to stir for 30 minutes. A solution of 3-cyclopentyl-3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]propanal (0.100 g, 0.228 mmol) in THF (2.0 mL) was added. After 30 minutes, the mixture was quenched by the addition of saturated ammonium chloride solution and the product was then extracted with ether. The ether extract was dried over sodium sulfate and the solvent was removed in vacuo. Flash column chromatography (eluting with a gradient of 0-40% ethyl acetate in hexanes) afforded the product (40 mg, 44%).

WORKUP

后处理

  1. waitAfter 30 minutes
  2. customthe mixture was quenched by the addition of saturated ammonium chloride solution
  3. extractionthe product was then extracted with ether
  4. extractionThe ether extract
  5. dry with materialwas dried over sodium sulfate
  6. customthe solvent was removed in vacuo
  7. washFlash column chromatography (eluting with a gradient of 0-40% ethyl acetate in hexanes)