反应详情

温度

100 °C

Dissolve trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzyl]-naphthalen-2-yl ester (259 mg, 0.49 mmol), bis(pinacolato)diboron (151 mg, 0.59 mmol), bis(tricyclohexylphosphine)palladium (0) (75 mg, 0.11 mmol) and cesium fluoride (764 mg, 5.03 mmol) in 20 mL degassed acetonitrile and heat at 100° C. under nitrogen in a sealed vial. The reaction is complete in 10 minutes. Cool and add 1-bromo-2,3,4,5-tetrafluorobenzene (224 mg, 0.99 mmol) along with 10 mL acetonitrile, seal the vial, purge with nitrogen and heat at 80° C. for 2 hours. Cool, filter and purify on an SCX column eluting with 2N ammonia/methanol. Evaporate the solvent and purify the resulting oil on a silica column eluting with 3% methanol/methylene chloride to give 188 mg of the title compound (73%).

1. customdegassed acetonitrile
2. temperatureCool
3. customseal the vial,
4. custompurge with nitrogen
5. temperatureheat at 80° C. for 2 hours
6. temperatureCool
7. filtrationfilter
8. custompurify on an SCX column
9. washeluting with 2N ammonia/methanol
10. customEvaporate the solvent
11. custompurify the resulting oil on a silica column
12. washeluting with 3% methanol/methylene chloride