反应详情

温度

100 °C

A mixture of methyl 7-(2-bromo-4-fluorobenzenesulfonylamino)-furo[2,3-c]quinoline-6-carboxylate (Intermediate 9, 0.165 g), N,N-diethyl-N-((Z)-1-tributylstannanylprop-1-en-3-yl)-amine (Intermediate 3, 0.3 g), tri-tert-butylphosphinium tetrafluoroborate (0.01 g), tris-(dibenzylideneacetone)dipalladium (0.019 g) in dioxane (6 mL) was degassed then heated at 100° C. for 75 minutes. After cooling, the mixture was evaporated to approximately half volume then partitioned between ethyl acetate and water. The organic layer was washed with water, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of methanol and DCM, with a gradient of 0-14% to give methyl 7-[2((Z)-3-diethylaminoprop-1-enyl)-4-fluorobenzenesulfonylamino]-furo[2,3-c]quinoline-6-carboxylate (0.028 g) as a yellow solid.

1. customwas degassed
2. temperatureAfter cooling
3. customthe mixture was evaporated to approximately half volume
4. customthen partitioned between ethyl acetate and water
5. washThe organic layer was washed with water
6. dry with materialdried (Na2SO4)
7. filtrationfiltered
8. customThe filtrate was evaporated to dryness
9. customthe residue was purified by chromatography on silica
10. washeluting with a mixture of methanol and DCM, with a gradient of 0-14%