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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260986Generated: November 3, 2026

Hydrogen chloride-ethyl acetate → 4-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylbenzamide

https://huagongshe.com/reaction/1260986

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
Reactanttert-butyl (3R,4R)-4-{[(4-bromophenyl)carbonyl](methyl)amino}-3-(3,4-dichlorophenyl)piperidine-1-carboxylateHCID 86631417—
SolventEthyl AcetateHCID 8857—
Product4-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylbenzamideHCID 6893010593.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of the compound (1.09 g) obtained in step 2 in ethyl acetate (8 mL) was added 4N hydrogen chloride/ethyl acetate (8 mL), and the mixture was stirred at 50° C. for 2 hr. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in a mixture of ethyl acetate and acetonitrile. This solution was washed with 1N aqueous sodium hydroxide solution and dried, and the solvent was evaporated under reduced pressure to give 4-bromo-N-[(3R,4R)-3-(3,4-dichlorophenyl)piperidin-4-yl]-N-methylbenzamide (0.830 g, 93%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470816B2
Source datasetuspto-grants-2013_06
ORD IDord-512c961a56e64d92a63ed61a9a98188a
Source noteuspto-grants-2013_06