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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261051Generated: October 26, 2026

1-(Cyclohexylmethyl)piperidin-4-amine → N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide hydrochloride monohydrate

https://huagongshe.com/reaction/261051

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Cyclohexylmethyl)piperidin-4-amineHCID 6496941—
Reactant4-Acetamido-5-chloro-2-methoxybenzoyl chlorideHCID 11379992—
SolventMethyl Ethyl KetoneHCID 6569—
ProductN-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide hydrochloride monohydrateHCID 20395819160.3%

Reaction Steps

To a solution of 1-cyclohexylmethyl-4-aminopiperidine (9.8 g; 0.05 moles) in methyl ethyl ketone (100 ml), a solution of 2-methoxy-4-acetamido-5chlorobenzoyl chloride (14.4 g, 0.055 moles) in methyl ethyl ketone (100 ml) was slowly added at a temperature between 0° and 5° C. The mixture was stirred at the same temperature for 1 hour followed by 4 hours at room temperature. The precipitated solid was filtered off, washed with methyl ethyl ketone and recrystallized from a mixture of ethanol-water to give N-(1-cyclohexylmethylpiperid-4-yl)-2-methoxy-4-acetamido-5-chlorobenzamide hydrochloride monohydrate (21 g), m.p. 219°-221° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04163789
Source datasetuspto-grants-1979_08
ORD IDord-4b5f29fab5e7401b9e026568936feb0d
Source noteuspto-grants-1979_08