反应 #1869193

反应方程式

bromopyridine

6-Bromo-4H-pyrido[3,2-b][1,4]oxazin-3-one

trans-2-phenylvinylboronic acid

potassium carbonate

→

solid

收率 38.0%

6-((E)-Styryl)-4H-pyrido[3,2-b][1,4]oxazin-3-one

收率 38.0%

溶剂

EtOAc

1,4-dioxane

water

反应条件

后处理

1. 1
   其他the solution was degassed with argon
2. 2
   温度The reaction was heated
3. 3
   温度at reflux under argon overnight
4. 4
   洗涤The solution was washed sequentially with water and brine
5. 5
   干燥dried (Na2SO4)
6. 6
   浓缩concentrated in vacuo
7. 7
   其他The solid residue was purified by flash chromatography on silica gel (5-10% EtOAc/CHCl3)

实验过程

The bromopyridine (h) (6.0 g, 26.3 mmol) and trans-2-phenylvinylboronic acid (3.9 g, 26.3 mmol) were dissolved in 1,4-dioxane (150 ml) and the solution was degassed with argon. (Ph3P)4Pd (230 mg, 0.2 mmol) was added, followed by a solution of potassium carbonate (6.9 g, 50 mmol) in water (20 ml). The reaction was heated at reflux under argon overnight, then was cooled to room temperature and diluted with EtOAc (200 ml). The solution was washed sequentially with water and brine, dried (Na2SO4), and concentrated in vacuo. The solid residue was purified by flash chromatography on silica gel (5-10% EtOAc/CHCl3) to afford a solid (2.5 g, 38%).

来源