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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344313Generated: October 30, 2026

Potassium Carbonate → 4-amino-5-chloro-2-methoxy-N-(1-(4-(1-naphthoylamino)butyl)piperidin-4-ylmethyl)benzamide

https://huagongshe.com/reaction/344313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Naphthalenecarbonyl chlorideHCID 70146—
Reactant4-amino-N-(1-(4-aminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamideHCID 54138878—
SolventDichloromethaneHCID 6344—
Product4-amino-5-chloro-2-methoxy-N-(1-(4-(1-naphthoylamino)butyl)piperidin-4-ylmethyl)benzamideHCID 54545137—

Reaction Steps

4-Amino-N-(1-(4-aminobutyl)piperidin-4-ylmethyl)-5-chloro-2-methoxybenzamide (0.80 g) was dissolved in dichloromethane (30 ml), and potassium carbonate (0.60 g) was added. Then, a solution of 1-naphthoyl chloride (0.33 ml) in methylene chloride was dropwise added under ice-cooling. The mixture was stirred at room temperature for 1 hr, and the insoluble matter was filtered off. The filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography to give 0.45 g of 4-amino-5-chloro-2-methoxy-N-(1-(4-(1-naphthoylamino)butyl)piperidin-4-ylmethyl)benzamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05864039
Source datasetuspto-grants-1999_01
ORD IDord-31b9867e09a14ae7ba91c237fc7e3810
Source noteuspto-grants-1999_01