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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2256576Generated: October 31, 2026

Acetonitrile → 5-HT6/7 antagonist 1

https://huagongshe.com/reaction/2256576

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 849421—
Reactant2-BromoethylphthalimideHCID 21960021—
Product5-HT6/7 antagonist 1HCID 9865357—

Reaction Steps

A mixture of 6-fluoro-3-(4-piperidinyl)-1,2-benzisoxazole (5.15 g, 23.4 mmol), K2CO3 (4.2 g, 30.4 mmol) and 2-bromoethyl phthalimide (7.13 g, 28 mmol) in acetonitrile (250 ml) was heated at reflux for 3.5 hours. The solids and solvent were removed. The residue was purified by flash chromatography (SiO2 110 g, eluted with 2-4% CH3OH:DCM). The product thus obtained weighed 7.8 g (84%). Part of the material was recrystallized to give 2.35 g of off white crystals, m.p.=148°-149° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05654319
Source datasetuspto-grants-1997_08
ORD IDord-c3730db6bd5a4e1fbeb3db8fb8ba8ca2
Source noteuspto-grants-1997_08