반응 #40965

반응 방정식

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

3-bromo-6-methylpyridine

Na2CO3

PPh3

→

title compound

수율 62.0%

2,4-Dimethoxy-5-(6-methyl-pyridin-3-yl)-pyrimidine

수율 62.0%

용매

n-PrOH

반응 조건

후처리

1. 1
   온도at reflux for 1.5 hours
2. 2
   기타The solvent was evaporated under vacuum
3. 3
   기타the crude was partitioned between water and ethyl acetate
4. 4
   건조The organic phase was dried (Na2SO4)
5. 5
   기타evaporated
6. 6
   기타The crude was purified by SCX cartridge
7. 7
   세척washing with MeOH
8. 8
   기타collecting the product with MeOH—NH4OH (95-5)

실험 절차

2,4-Dimethoxy-pyrimidine-5-boronic acid (commercially available from Aldrich, 830 mg, 4.5 mmol) was dissolved in degassed n-PrOH (10 mL) and then 3-bromo-6-methylpyridine (600 mg, 3.5 mmol), Na2CO3 (956 mg, 9 mmol), PPh3 (90 mg, 0.35 mmol) and Pd(OAc)2 (78 mg, 0.35 mmol) were added. The suspension was stirred at reflux for 1.5 hours. 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 crude was purified by SCX cartridge washing with MeOH and then collecting the product with MeOH—NH4OH (95-5) to give 500 mg of the title compound (62% yield).

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