Réaction #40959

Équation de réaction

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

2-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

Rendement 47.7%

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

Rendement 47.7%

Solvants

n-PrOH

Conditions de réaction

Traitement

1. 1
   Températureat reflux for 4 hours
2. 2
   AutreThe solvent was evaporated
3. 3
   Autrethe crude was partitioned between water and Et2O
4. 4
   SéchageThe organic phase was dried (Na2SO4)
5. 5
   Autreevaporated
6. 6
   AutreThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (2-8)

Mode opératoire

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).

Source