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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744289Generated: October 30, 2026

Potassium Carbonate → N-[2,3-Epoxypropyl)-4-(6fluoro-1,2-benzisoxazol-3-yl)piperidine fumarate

https://huagongshe.com/reaction/744289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEpibromohydrinHCID 18430—
Reactant3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 849421—
SolventAcetonitrileHCID 6342—
ProductN-[2,3-Epoxypropyl)-4-(6fluoro-1,2-benzisoxazol-3-yl)piperidine fumarateHCID 1846731733.3%

Reaction Steps

A mixture of 4-(6-fluoro-1,2-benzisoxazol-3-yl)piperidine (11 g, 50 mmol), K2CO3 (7.5 g, 54 mmol) and epibromohydrin (9 g, 54 mmol) in acetonitrile (150 ml) was heated at reflux for 16 hours. The mixture was filtered and concentrated to dryness. The crude product was purified by flash chromatography (SiO2, 180 g, eluted with methylene chloride (DCM), and 1-2% CH3OH in DCM). The material thus purified as off-white solids weighed 8.7 g (63%). This material (3 g) was converted to fumarate salt in ethanol and isopropyl ether to give 3.27 g of white crystals, m.p.=145°-147° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559116
Source datasetuspto-grants-1996_09
ORD IDord-648f7fc54e184b4bb4271f917da2c7fd
Source noteuspto-grants-1996_09