HRID1820876

反应详情

EQUATION

反应方程式

HRID 1820876 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
120 °C

PROCEDURE

实验过程

1-Benzenesulfonyl-3-bromo-1H-pyrrolo[2,3-b]pyridine (4, 1.00 g, 2.96 mmol) was dissolved in tetrahydrofuran (16 mL) and 3,4-dimethoxyphenyl boronic acid (1.35 g, 7.41 mmol), tetrakis(triphenylphosphine)palladium(0) (200 mg, 0.1 mmol), and 1 M potassium carbonate (8 mL) were added. The reaction mixture was heated in a CEM Discover microwave at 120° C. for 10 minutes. The reaction mixture was concentrated under reduced pressure and partitioned between ethyl acetate and water. The organic portions were dried with anhydrous magnesium sulfate, filtered, and the filtrate was adsorbed onto silica. The mixture was purified by flash chromatography (30% ethyl acetate:hexanes) to provide the desired product, 5, (909 mg, 78%). MS(ESI) [M+H+]+=394.9.

WORKUP

后处理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. custompartitioned between ethyl acetate and water
  3. dry with materialThe organic portions were dried with anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customThe mixture was purified by flash chromatography (30% ethyl acetate:hexanes)