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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229637Generated: October 30, 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/2229637

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 mmol), N,N-dimethyl-4-bromopropoxy-3-methoxybenzamide (5.54 g, 17.5 mmol) and K2CO3 (3 g) 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 weighed 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 numberUS06420390B1
Source datasetuspto-grants-2002_07
ORD IDord-b009aa5bbd864a49ad16d10d6dbff956
Source noteuspto-grants-2002_07