反应 #40938

反应方程式

2,4-Di-tert-butoxy-pyrimidine-5-boronic acid

2-bromo-3-methylthiophene

Na2CO3

PPh3

→

title compound

收率 32.0%

2,4-Di-tert-butoxy-5-(3-methyl-thiophen-2-yl)-pyrimidine

收率 32.0%

溶剂

n-PrOH

反应条件

后处理

1. 1
   温度at reflux for 2.5 hours
2. 2
   其他The solvent was evaporated
3. 3
   workup.DISSOLUTIONthe crude was dissolved in water
4. 4
   萃取extracted with Et2O
5. 5
   干燥The organic phase was dried (Na2SO4)
6. 6
   其他evaporated
7. 7
   其他The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99)

实验过程

2,4-Di-tert-butoxy-pyrimidine-5-boronic acid (500 mg, 1.75 mmol) was dissolved in n-PrOH (5 mL) and then 2-bromo-3-methylthiophene (236 μl, 2.1 mmol), Na2CO3 (556 mg, 5.25 mmol), PPh3 (133 mg, 0.52 mmol) and Pd(OAc)2 (40 mg, 0.17 mmol) were added. The suspension was stirred at reflux for 2.5 hours. The solvent was evaporated and the crude was dissolved in water and extracted with Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-99) to give 170 mg of the title compound as a white solid (32% yield).

来源