反应详情

To a solution of 5-bromo-2,3-dimethoxypyridine (2 g, 9.17 mmol) in dioxane (30 ml) was added methyl 3-sulfanylpropanoate (1.21 g, 10.1 mmol), N-ethyl-N-isopropylpropan-2-amine (3.03 ml, 18.3 mmol), Pd2(dba)3 (0.34 g, 0.37 mmol) and Xantphos (0.43 g, 0.73 mmol) at room temperature under an atmosphere of nitrogen. The reaction was degassed by evacuating and flushing with nitrogen and heated at reflux for 18 hours and then allowed to cool and filtered, washing with ethyl acetate. The filtrate was concentrated under reduced pressure to give an orange oil. Purification by column chromatography (SiO2; 0-20% ethyl acetate in petrol), gave methyl 3-[(5,6-dimethoxypyridin-3-yl)sulfanyl]propanoate as a yellow oil (2.48 g, quantitative yield).

1. customThe reaction was degassed
2. customby evacuating
3. customflushing with nitrogen
4. temperatureheated
5. temperatureat reflux for 18 hours
6. temperatureto cool
7. filtrationfiltered
8. washwashing with ethyl acetate
9. concentrationThe filtrate was concentrated under reduced pressure
10. customto give an orange oil
11. customPurification by column chromatography (SiO2; 0-20% ethyl acetate in petrol)