반응 #41021

반응 방정식

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

2-iodo-pyrazine

Na2CO3

PPh3

→

title compound

수율 45.4%

2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidine

수율 45.4%

용매

n-PrOH

반응 조건

후처리

1. 1
   온도at reflux for 4 hours
2. 2
   기타The solvent was evaporated under vacuum
3. 3
   기타the crude was partitioned between water and DCM
4. 4
   건조The organic phase was dried (Na2SO4)
5. 5
   기타evaporated
6. 6
   기타The crude was purified by flash chromatography
7. 7
   세척eluting with DCM-MeOH—NH4OH (99-1-0.1)

실험 절차

2,4-Dimethoxy-pyrimidine-5-boronic acid (1.33 g, 7.27 mmol) was dissolved in degassed n-PrOH (20 ml) and then 2-iodo-pyrazine (1.0 g, 4.85 mmol), Na2CO3 (1.02 g, 9.70 mmol), PPh3 (127 mg, 0.48 mmol) and Pd(OAc)2 (54 mg) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and DCM. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH—NH4OH (99-1-0.1) to give 481 mg of the title compound (45% yield).

출처