反应详情

A stirred mixture of 6-fluoro-3(4-piperidinyl)-1,2 benzisoxazole hydrochloride (5.1 g, 20 mmol), K2CO3 (5.2 g), 1-[4-(2chloroethoxy)-3-methoxyphenyl]ethanone (5.0 g, 1022 mmol), and dimethylformamide (90 ml) was heated at 90 f° C. or 16 hours. The reaction was poured into water, and the aqueous mixture was extracted with ethyl acetate. The ethyl acetate was washed (water), dried (MgSO4) and concentrated to afford 7.4 of a yellow solid. The solid was chromatographed on a Waters Prep LC 500 utilizing dichloromethane/methanol (4%) as eluent, and subsequent concentration of the appropriate fraction afforded 4.0 g of a yellow solid. The solid was recrystallized from ethyl alcohol to yield 3.1 g (38%) of 1-[4-[2-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperindyl]ethoxy]-3-methoxyphenyl]ethanone, as slightly yellow flakes, m.p.=132°-134° C.

1. temperaturewas heated at 90 f° C
2. custom16 hours
3. extractionthe aqueous mixture was extracted with ethyl acetate
4. washThe ethyl acetate was washed (water)
5. dry with materialdried (MgSO4)
6. concentrationconcentrated
7. customto afford 7.4 of a yellow solid
8. customThe solid was chromatographed on a Waters Prep LC 500 utilizing dichloromethane/methanol (4%) as eluent
9. concentrationsubsequent concentration of the appropriate fraction