반응 #41018

반응 방정식

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

3-iodo-pyridazine

Na2CO3

PPh3

→

title compound

수율 34.0%

3-(2,4-Dimethoxy-pyrimidin-5-yl)-pyridazine

수율 34.0%

용매

n-PrOH

반응 조건

후처리

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

실험 절차

2,4-Dimethoxy-pyrimidine-5-boronic acid (2.05 g, 11.21 mmol) was dissolved in degassed n-PrOH (80 ml) and then 3-iodo-pyridazine (Prep 119, 2.1 g, 10.19 mmol), Na2CO3 (3.24 g, 30.57 mmol), PPh3 (890 mg, 3.40 mmol) and Pd(OAc)2 (180 mg, 0.8 mmol) were added. The suspension was stirred at reflux for 5 hours. 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 afford 750 mg of the title compound as a white powder (34% yield).

출처