Reacción #40965

Ecuación de reacción

2,4-Dimethoxy-pyrimidine-5-boronic acid

3-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

Rendimiento 62.0%

2,4-Dimethoxy-5-(6-methyl-pyridin-3-yl)-pyrimidine

Rendimiento 62.0%

Disolventes

n-PrOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 1.5 hours
2. 2
   OtroThe solvent was evaporated under vacuum
3. 3
   Otrothe crude was partitioned between water and ethyl acetate
4. 4
   SecadoThe organic phase was dried (Na2SO4)
5. 5
   Otroevaporated
6. 6
   OtroThe crude was purified by SCX cartridge
7. 7
   Lavadowashing with MeOH
8. 8
   Otrocollecting the product with MeOH—NH4OH (95-5)

Procedimiento

2,4-Dimethoxy-pyrimidine-5-boronic acid (commercially available from Aldrich, 830 mg, 4.5 mmol) was dissolved in degassed n-PrOH (10 mL) and then 3-bromo-6-methylpyridine (600 mg, 3.5 mmol), Na2CO3 (956 mg, 9 mmol), PPh3 (90 mg, 0.35 mmol) and Pd(OAc)2 (78 mg, 0.35 mmol) were added. The suspension was stirred at reflux for 1.5 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by SCX cartridge washing with MeOH and then collecting the product with MeOH—NH4OH (95-5) to give 500 mg of the title compound (62% yield).

Fuente