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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 357428Generated: October 27, 2026

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

https://huagongshe.com/reaction/357428

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 numberUS05840727
Source datasetuspto-grants-1998_11
ORD IDord-f0e4544204cb4996a84f34140ebf53ef
Source noteuspto-grants-1998_11