Реакция #40985

Уравнение реакции

5-Iodo-2,4-dimethoxy-pyrimidine

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

Na2CO3

PPh3

→

title compound

Выход 44.0%

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

Выход 44.0%

Растворители

n-PrOH

Условия реакции

Обработка

1. 1
   Температураat reflux for 3 hours
2. 2
   ДругоеThe solvent was evaporated
3. 3
   Другоеthe crude was partitioned between water and ethyl acetate
4. 4
   СушкаThe organic phase was dried (Na2SO4)
5. 5
   Другоеevaporated
6. 6
   ДругоеThe crude was triturated with iPrOH

Методика

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).

Источник