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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211506Generated: November 3, 2026

Potassium Carbonate → N,N-dimethyl-4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxybenzamide

https://huagongshe.com/reaction/2211506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant3-(4-Piperidyl)-6-fluoro-1,2-benzisoxazoleHCID 849421—
ReactantN,N-dimethyl4 bromopropoxy-3-methoxybenzamideHCID 10358359—
SolventAcetonitrileHCID 6342—
ProductN,N-dimethyl-4-[3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl]propoxy]-3-methoxybenzamideHCID 10049666—

Reaction Steps

A stirred mixture of 6-fluoro-3-(4-piperidinyl)-1,2- benzisoxazole (3.9 g, 17.7 mmoles). N,N-dimethyl-4- bromopropoxy-3-methoxybenzamide (5.54 g, 17.5 mmoles) and K2CO3 (3g) in acetonitrile (250 ml) was heated at reflux for one hour. At the end of the reaction, the insolubles were filtered and washed with dichloromethane. The solvent was removed on a rotary evaporator. The residue was purified by flash chromatography over a silica gel column. The product thus obtained as an oil weight 7 g. Crystallization from hot ethanol (45 ml) afforded analytically pure N,N-dimethyl-4- [3-[4-(6-fluoro-1,2-benzisoxazol-3-yl)-1-piperidinyl] propoxy]-3-methoxybenzamide, 3.95 g, 50%, as light yellow crystals, m.p.=126°-127° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE039265E1
Source datasetuspto-grants-2006_09
ORD IDord-4a4da1c340db49a1a133fcdc335d4749
Source noteuspto-grants-2006_09