Reacción #41000

Ecuación de reacción

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

2-fluoro-3-bromo-5-methylpyridine

Na2CO3

PPh3

→

title compound

Rendimiento 33.4%

5-(2-Fluoro-5-methylpyridin-3-yl)-2,4-dimethoxy-pyrimidine

Rendimiento 33.4%

Disolventes

n-PrOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 2 hours
2. 2
   TemperaturaAfter cooling
3. 3
   Otrothe solvent was evaporated under vacuum
4. 4
   Otrothe crude was partitioned between water and ethyl acetate
5. 5
   SecadoThe organic phase was dried (Na2SO4)
6. 6
   Otroevaporated
7. 7
   OtroThe residue was triturated with Et2O

Procedimiento

2,4-Dimethoxy-pyrimidine-5-boronic acid (842 mg, 4.60 mmol) was dissolved in degassed n-PrOH (55 ml) and then 2-fluoro-3-bromo-5-methylpyridine (800 mg, 4.21 mmol), Na2CO3 (1.46 g, 13.77 mmol), PPh3 (348 mg, 1.33 mmol) and Pd(OAc)2 (101 mg, 0.45 mmol) were added. The suspension was stirred at reflux for 2 hours. After cooling, 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 residue was triturated with Et2O to give 350 mg of the title compound as a gray powder (31% yield).

Fuente