Reacción #40985

Ecuación de reacción

5-Iodo-2,4-dimethoxy-pyrimidine

6-cyano-pyridine-2-boronic acid pinacol ester

Na2CO3

PPh3

→

title compound

Rendimiento 44.0%

6-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridine-2-carbonitrile

Rendimiento 44.0%

Disolventes

n-PrOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 3 hours
2. 2
   OtroThe solvent was evaporated
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 triturated with iPrOH

Procedimiento

5-Iodo-2,4-dimethoxy-pyrimidine (500 mg, 1.88 mmol) was dissolved in degassed n-PrOH (40 ml) and then 6-cyano-pyridine-2-boronic acid pinacol ester (650 mg, 2.82 mmol), Na2CO3 (598 mg, 5.64 mmol), PPh3 (164 mg, 0.62 mmol) and Pd(OAc)2 (42 mg, 0.19 mmol) were added. The suspension was stirred at reflux for 3 hours. The solvent was evaporated and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was triturated with iPrOH to give 200 mg of the title compound (44% yield).

Fuente