反応 #40938

反応方程式

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

2-bromo-3-methylthiophene

Na2CO3

PPh3

→

title compound

収率 32.0%

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

収率 32.0%

溶媒

n-PrOH

反応条件

後処理

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

実験手順

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).

出典