반응 #40959

반응 방정식

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

2-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

수율 47.7%

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

수율 47.7%

용매

n-PrOH

반응 조건

후처리

1. 1
   온도at reflux for 4 hours
2. 2
   기타The solvent was evaporated
3. 3
   기타the crude was partitioned between water and Et2O
4. 4
   건조The organic phase was dried (Na2SO4)
5. 5
   기타evaporated
6. 6
   기타The crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8)

실험 절차

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).

출처