反応 #40959

反応方程式

2,4-Di-methoxy-pyrimidine-5-boronic acid

2-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

収率 47.7%

2,4-Dimethoxy-5-(6-methyl-pyridin-2-yl)-pyrimidine

収率 47.7%

溶媒

n-PrOH

反応条件

後処理

1. 1
   温度at reflux for 4 hours
2. 2
   その他The solvent was evaporated
3. 3
   その他the crude was partitioned between water and Et2O
4. 4
   乾燥The organic phase was dried (Na2SO4)
5. 5
   その他evaporated
6. 6
   その他The crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8)

実験手順

2,4-Di-methoxy-pyrimidine-5-boronic acid (500 mg, 2.72 mmol) was dissolved in degassed n-PrOH (40 mL) and then 2-bromo-6-methylpyridine (660 mg, 3.8 mmol), Na2CO3 (865 mg, 8.16 mmol), PPh3 (215 mg, 0.8 mmol) and Pd(OAc)2 (50 mg, 0.22 mmol) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated and the crude was partitioned between water and Et2O. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8) to give 300 mg of the title compound (47% yield).

出典