HRID709602

反应详情

EQUATION

反应方程式

HRID 709602 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
100 °C

PROCEDURE

实验过程

Under an argon atmosphere, to a solution of methyl 5-bromo-6-isobutoxypicolinate (698 mg), 2-fluoro-5-methoxyphenylboronic acid (454 mg), tris(dibenzylideneacetone)dipalladium(0) (65 mg) and 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (117 mg) in toluene (10 mL) was added 2.0 M aqueous sodium carbonate solution (2.67 mL), and the mixture was stirred at 100° C. for 30 min. The reaction mixture was filtered through celite, and water was added at room temperature. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (594 mg) as a pale-yellow oil.

WORKUP

后处理

  1. filtrationThe reaction mixture was filtered through celite, and water
  2. additionwas added at room temperature
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. washthe extract was washed with water and saturated brine
  5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)