Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 264708Generated: October 26, 2026

Ammonia → (2R*,4S*)-2-(4-chlorobenzyl)-1-(3,5-dimethylbenzoyl)-4-piperidinamine

https://huagongshe.com/reaction/264708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantSodium CarbonateHCID 10340—
ReactantDichloromethane methanolHCID 21226129—
Reactant(2R*,4S*)-2-(4-chlorobenzyl)-1-(3,5-dimethylbenzoyl)-N-acetyl-4-piperidinamineHCID 57050444—
SolventHydrochloric AcidHCID 313—
Product(2R*,4S*)-2-(4-chlorobenzyl)-1-(3,5-dimethylbenzoyl)-4-piperidinamineHCID 57322251—

Reaction Steps

A suspension of 730 mg(1.83 mmol) of (2R*,4S*)-2-(4-chlorobenzyl)-1-(3,5-dimethyl-benzoyl)-N-acetyl-4-piperidinamine in 6N hydrochloric acid is heated at 100° for 16 hours, during which the starting material dissolves. The reaction mixture is basified with 10% strength aqueous sodium carbonate solution and extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and evaporated to dryness under reduced pressure. The crude title compound is purified by chromatography on silica geI with dichloromethane/methanol/25% strength ammonia solution (90:10:0.1) as mobile phase and is obtained as almost colourless resin. TLC (dichloromethane/methanol/25% strength ammonia solution; 90:10:0.1):Rf =0.26; FD-MS:(M+I)+=357

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05646144
Source datasetuspto-grants-1997_07
ORD IDord-ab01742fed13423d8c05df9aee976f6f
Source noteuspto-grants-1997_07