反应 #2867

反应方程式

3-bromopyridine

2-Thiophene boronic acid

sodium carbonate

→

title compound

收率 16.3%

3-Thiophene-2-yl-pyridine

收率 16.3%

溶剂

dimethoxyethane

反应条件

后处理

1. 1
   温度the resulting mixture is refluxed overnight
2. 2
   温度The solution is cooled to room temperature
3. 3
   过滤filtered through Celite
4. 4
   萃取The filtrated is extracted with ether (2×30 mL)
5. 5
   干燥The combined organic layers are dried over MgSO4
6. 6
   过滤filtered
7. 7
   浓缩concentrated
8. 8
   其他The crude product is purified by column chromatography
9. 9
   洗涤eluting with a gradient of 10% EtOAc/hexanes to 20% EtOAc/hexanes

实验过程

A mixture of 3-bromopyridine (1.30 mL, 13.5 mmol) and tetrakis(triphenylphosphine) (0.468 g, 0.41 mmol) in 40 mL of dimethoxyethane is stirred under nitrogen at room temperature for 10 min. 2-Thiophene boronic acid (1.90 g, 14.8 mmol) and 20 mL of 1N sodium carbonate are added and the resulting mixture is refluxed overnight. The solution is cooled to room temperature and filtered through Celite. The filtrated is extracted with ether (2×30 mL). The combined organic layers are dried over MgSO4, filtered and concentrated. The crude product is purified by column chromatography eluting with a gradient of 10% EtOAc/hexanes to 20% EtOAc/hexanes to afford the title compound (0.355 g, 2.20 mmol) as a light yellow oil.

来源