HRID1909711

反应详情

EQUATION

反应方程式

HRID 1909711 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

4

CONDITIONS

反应条件

温度
90 °C

PROCEDURE

实验过程

To a solution of 4-benzyloxyphenylboronic acid (1.48 g, 6.5 mmol) in DME (10 mL) was added 3-iodo pyridine (1.03 g, 5.0 mmol) in DME (8 mL), potassium carbonate (2.0 g, 15 mmol) in 1:1 mixture of EtOH:water (3 mL), palladium(II) acetate (56 mg, 0.25 mmol), and triphenyl phosphine (202 mg, 1.0 mmol) in DME (2 mL). The resulting mixture was warmed up to 90° C. and stirred for 16 h at that temperature. After cooling to rt, reaction mixture was poured into ice-water (200 mL) and product was extracted with EtOAc, washed with brine, filtered through pad of Celite and concentrated to a yellow solid. The crude mixture was purified by silica gel flash chromatography (20% EtOAc/Hexane) to obtain the title product as yellow solid (1.2 g, 92%).

WORKUP

后处理

  1. temperatureAfter cooling to rt
  2. customreaction mixture
  3. extractionwas extracted with EtOAc
  4. washwashed with brine
  5. filtrationfiltered through pad of Celite
  6. concentrationconcentrated to a yellow solid
  7. customThe crude mixture was purified by silica gel flash chromatography (20% EtOAc/Hexane)