반응 #40977

반응 방정식

2-chloro-5-fluoropyridine-3-boronic acid

Na2CO3

PPh3

5-Iodo-2,4-dimethoxy-pyrimidine

→

title compound

수율 27.0%

5-(2-Chloro-5-fluoro-pyridin-3-yl)-2,4-dimethoxy-pyrimidine

수율 27.0%

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 brine and ethyl acetate
4. 4
   건조The organic phase was dried (Na2SO4)
5. 5
   기타evaporated

실험 절차

5-Iodo-2,4-dimethoxy-pyrimidine (868 mg, 3.3 mmol) was dissolved in degassed n-PrOH (30 ml) and then 2-chloro-5-fluoropyridine-3-boronic acid (858 mg, 4.9 mmol), Na2CO3 (700 mg, 6.6 mmol), PPh3 (88 mg, 0.33 mmol) and Pd(OAc)2 (90 mg) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between brine and ethyl acetate. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether 2-8 affording 240 mg of the title compound (27% yield).

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