反应详情

Add trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-yl ester (2.3 gm, 4.2 mmoles), bis(pinacolato)diboron (1.3 gm, 5.1 mmoles), palladium II acetate (97 mg, 0.4 mmoles), triphenylphosphine (222 mg, 0.84 mmoles) and cesium fluoride (2.1 gm, 14.1 mmoles) in a 250 ml round bottom flask under nitrogen and add 100 ml of anhydrous acetonitrile. Stir and heat to reflux for 2 hours. Allow the mixture to cool and to this mixture add 2-bromo-4,5-difluoroanisole (2.8 gm, 12.5 mmoles), palladium II acetate (96 mg, 0.43 mmoles) triphenylphosphine (222 mg, 0.84 moles) and cesium fluoride (1.8 gm, 12.2 mmoles). Reflux the mixture for 18 hours and filter through Celite. Evaporate the solvent and pass through an SCX column eluting the product with 2N ammonia/methanol. The product is purified on a silica column eluting with a gradient of 25% THF/hexane to 5% 2N ammonia/methanol in 25% THF/Hexane. LC/MS gives a peak with the proper mass.

1. temperatureheat
2. temperatureto reflux for 2 hours
3. temperatureAllow the mixture to cool and to this mixture
4. temperatureReflux the mixture for 18 hours
5. filtrationfilter through Celite
6. customEvaporate the solvent and pass through an SCX column
7. washeluting the product with 2N ammonia/methanol
8. customThe product is purified on a silica column
9. washeluting with a gradient of 25% THF/hexane to 5% 2N ammonia/methanol in 25% THF/Hexane
10. customLC/MS gives a peak with the proper mass