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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234373Generated: October 26, 2026

Ethanol → 4-amino-3-chloro-N-(1-methyl-4-piperidyl)benzamide

https://huagongshe.com/reaction/2234373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant3-chloro-N-(1-methyl-4-piperidyl)-4-nitro-benzamideHCID 68686719—
CatalystPlatinumHCID 23939—
SolventDichloromethaneHCID 6344—
Product4-amino-3-chloro-N-(1-methyl-4-piperidyl)benzamideHCID 58015033100.8%

Reaction Steps

3-chloro-N-(1-methyl-4-piperidyl)-4-nitro-benzamide (Intermediate 56; 1.8 g, 6 mmol) hydrogenated over 2 hours with agitation at 298K and pressure of 5 bar using a 5% Pt/C catalyst and EtOH (50 mL) solvent. The catalyst was filtered and the filtrate concentrated to give a yellow crystalline solid which was dissolved in DCM and purified by column chromatography (5% MeOH/DCM) to give the title compound as a pale yellow crystalline solid (1.62 g, 100%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709471B2
Source datasetuspto-grants-2010_05
ORD IDord-9fa46753bc5b44a7bc1d74127dd28b92
Source noteuspto-grants-2010_05