反应详情

Charge a flask with trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-yl ester (800 mg, 1.52 mmol), 3,4,5-trifluorobenzene boronic acid (804 mg, 4.57 mmol) and cesium fluoride (1.1 g, 7.6 mmol) and purge with nitrogen. In a separate flask, charge palladium(II)acetate (34 mg, 0.15 mmol) and tricyclohexylphosphine (64 mg, 0.23 mmol) and purge with nitrogen. Add degassed acetonitrile and sonicate under nitrogen for 10 minutes. Add the catalyst solution to the solids and plunge into an 80° C. oil bath for 10 minutes. Cool to room temperature and filter through celite. Concentrate and redissolve in methylene chloride. Wash with saturated aqueous sodium bicarbonate, separate, dry, filter and concentrate. Purify the residue over silica gel, eluting with 0 to 5% methanol in methylene chloride, to yield 720 mg (93%) of the title compound: mass spectrum (ion spray) 508.3 (M+H).

1. custompurge with nitrogen
2. custompurge with nitrogen
3. additionAdd
4. customdegassed acetonitrile
5. customsonicate under nitrogen for 10 minutes
6. additionAdd the catalyst solution to the solids and plunge into an 80° C. oil bath for 10 minutes
7. filtrationfilter through celite
8. concentrationConcentrate
9. dissolutionredissolve in methylene chloride
10. washWash with saturated aqueous sodium bicarbonate
11. customseparate
12. customdry
13. filtrationfilter
14. concentrationconcentrate
15. customPurify the residue over silica gel
16. washeluting with 0 to 5% methanol in methylene chloride