反应详情

温度

60 °C

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (3.05 g, 13.8 mmol), 3-dimethylaminopropyl chloride hydrochloride (3.4 g, 21 mmol), K2CO3 (6.2 g, 45 mmol), tetrabutylammonium hydrogen sulfate (phase transfer catalyst, 1.5 g) in acetonitrile (100 ml) and water (50 ml) was heated at 60° C. overnight. The aqueous phase was separated, and acetonitrile was removed at reduced pressure. The residue was extracted into DCM. The organic solution was washed with H2O and brine, then dried with MgSO4. The solvent was removed and the crude product (4.3 g) was treated with fumaric acid (1.58 g, 1.0 eq) in dilute ethanol. The crystals were collected (2.53 g), m.p.=192°-194° C. Recrystallization from ethanol yielded 2.08 g of white crystals, mp=194°-195° C.

1. customThe aqueous phase was separated
2. customacetonitrile was removed at reduced pressure
3. extractionThe residue was extracted into DCM
4. washThe organic solution was washed with H2O and brine
5. dry with materialdried with MgSO4
6. customThe solvent was removed
7. customThe crystals were collected (2.53 g), m.p.=192°-194° C
8. customRecrystallization from ethanol