تفاعل #40959

معادلة التفاعل

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

2-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

المردود 47.7%

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

المردود 47.7%

المذيبات

n-PrOH

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةat reflux for 4 hours
2. 2
   أخرىThe solvent was evaporated
3. 3
   أخرىthe crude was partitioned between water and Et2O
4. 4
   تجفيفThe organic phase was dried (Na2SO4)
5. 5
   أخرىevaporated
6. 6
   أخرىThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8)

الإجراء التجريبي

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).

المصدر