反应详情

温度

80 °C

To a stirred suspension of methyl 8-bromo-2-morpholino-4-oxo-4H-chromene-6-carboxylate (23 g, 62.47 mmol) in DME (300 mL) and water (30 mL) were added 1-(tert-butoxycarbonyl)-1H-pyrrol-2-ylboronic acid (14.50 g, 68.72 mmol), Na2CO3 (19.87 g, 187.41 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.877 g, 1.25 mmol). The mixture was degassed with argon and heated to 80° C. for 7 h. Reaction was cooled down and concentrated, the residue was dissolved in 300 mL of DCM and 300 mL of water. The organic phase was decanted, washed with brine then dried over MgSO4, filtered and concentrated to afford a crude compound which was purified on silica, eluting with 80% AcOEt in DCM. The solvents were evaporated to afford tert-butyl 2-(6-(methoxycarbonyl)-2-morpholino-4-oxo-4H-chromen-8-yl)-1H-pyrrole-1-carboxylate (20 g, 70%) as a white powder.

1. customThe mixture was degassed with argon
2. customReaction
3. temperaturewas cooled down
4. concentrationconcentrated
5. dissolutionthe residue was dissolved in 300 mL of DCM
6. customThe organic phase was decanted
7. washwashed with brine
8. dry with materialthen dried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated
11. customto afford a crude compound which
12. customwas purified on silica
13. washeluting with 80% AcOEt in DCM
14. customThe solvents were evaporated