반응 #41004

반응 방정식

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

2-cyano-3-bromopyridine

Na2CO3

PPh3

→

title compound

수율 79.5%

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

수율 79.5%

용매

n-PrOH

반응 조건

후처리

1. 1
   온도at reflux for 3 hours
2. 2
   온도After cooling
3. 3
   기타the solvent was evaporated under vacuum
4. 4
   기타the crude was partitioned between water and ethyl acetate
5. 5
   세척The organic phase washed with brine
6. 6
   건조dried (Na2SO4)
7. 7
   기타evaporated
8. 8
   기타The residue was triturated with iPrOH

실험 절차

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).

출처