Reacción #41004

Ecuación de reacción

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

2-cyano-3-bromopyridine

Na2CO3

PPh3

→

title compound

Rendimiento 79.5%

3-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridine-2-carbonitrile

Rendimiento 79.5%

Disolventes

n-PrOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 3 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
   LavadoThe organic phase washed with brine
6. 6
   Secadodried (Na2SO4)
7. 7
   Otroevaporated
8. 8
   OtroThe residue was triturated with iPrOH

Procedimiento

2,4-Dimethoxy-pyrimidine-5-boronic acid (1 g, 5.46 mmol) was dissolved in degassed n-PrOH (30 ml) and then 2-cyano-3-bromopyridine (950 mg, 5.19 mmol), Na2CO3 (1.65 g, 15.56 mmol), PPh3 (393 mg, 1.5 mmol) and Pd(OAc)2 (114 mg, 0.51 mmol) were added. The suspension was stirred at reflux for 3 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase washed with brine, dried (Na2SO4) and evaporated. The residue was triturated with iPrOH to give 1 g of the title compound as a white powder (76% yield).

Fuente