反应详情

温度

90 °C

Methyl 8-bromo-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxylate (1.45 g, 3.79 mmol), bis(triphenylphosphine) palladium(II) chloride (0.107 g, 0.15 mmol) and tributyl(1-ethoxyvinyl)stannane (1.346 mL, 3.98 mmol) in 1,4-dioxane (20 mL) were degassed, purged with argon and heated to 90° C. for 4 hrs. After cooling to RT, HCl 2N (1.9 mL, 3.79 mmol) was added and the mixture was left to stir for 1 h. The reaction mixture was concentrated, suspended in water, neutralised with NaHCO3 and extracted with DCM. The combined organic phases were washed with water, brine, dried over magnesium sulfate and concentrated. The crude product was triturated with n-heptane, filtered and retriturated with ether, filtered and dried to give methyl 8-acetyl-2-((R)-2-methylmorpholino)-4-oxo-4H-chromene-6-carboxylate (1.15 g, 88%) as a grey solid.

1. custompurged with argon
2. temperatureAfter cooling to RT
3. waitthe mixture was left
4. concentrationThe reaction mixture was concentrated
5. extractionextracted with DCM
6. washThe combined organic phases were washed with water, brine
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated
9. customThe crude product was triturated with n-heptane
10. filtrationfiltered
11. customretriturated with ether
12. filtrationfiltered
13. customdried