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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955874Generated: 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/1955874

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 & 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 numberUS05776963
Source datasetuspto-grants-1998_07
ORD IDord-caaf7b1cb279486d8d172a8dcf066e28
Source noteuspto-grants-1998_07