반응 #41000

반응 방정식

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

2-fluoro-3-bromo-5-methylpyridine

Na2CO3

PPh3

→

title compound

수율 33.4%

5-(2-Fluoro-5-methylpyridin-3-yl)-2,4-dimethoxy-pyrimidine

수율 33.4%

용매

n-PrOH

반응 조건

후처리

1. 1
   온도at reflux for 2 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
   건조The organic phase was dried (Na2SO4)
6. 6
   기타evaporated
7. 7
   기타The residue was triturated with Et2O

실험 절차

2,4-Dimethoxy-pyrimidine-5-boronic acid (842 mg, 4.60 mmol) was dissolved in degassed n-PrOH (55 ml) and then 2-fluoro-3-bromo-5-methylpyridine (800 mg, 4.21 mmol), Na2CO3 (1.46 g, 13.77 mmol), PPh3 (348 mg, 1.33 mmol) and Pd(OAc)2 (101 mg, 0.45 mmol) were added. The suspension was stirred at reflux for 2 hours. After cooling, the solvent was evaporated under vacuum and the crude was partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The residue was triturated with Et2O to give 350 mg of the title compound as a gray powder (31% yield).

출처