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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691737Generated: November 2, 2026

Hydrogen chloride-ethyl acetate → 2-chloro-6-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]isonicotinic acid hydrochloride

https://huagongshe.com/reaction/1691737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
Reactant2-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-6-chloroisonicotinic acidHCID 86638701—
Solvent1,4-DioxaneHCID 31275—
Product2-chloro-6-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]isonicotinic acid hydrochlorideHCID 8663870295.4%

Reaction Steps

To a solution of 68 mg of 2-[4-({(tert-butoxycarbonyl)[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]-6-chloroisonicotinic acid in 1.0 mL of 1,4-dioxane was added 1.00 mL of a 4 M hydrogen chloride/ethyl acetate solution at room temperature, followed by stirring for 2 hours. The solvent was removed by distillation under reduced pressure. The residue was washed with diisopropylether, and dried under reduced pressure to obtain 29 mg of 2-chloro-6-[4-({[(1R)-1-(1-naphthyl)ethyl]amino}methyl)-3-phenylpiperidin-1-yl]isonicotinic acid hydrochloride as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153658B2
Source datasetuspto-grants-2012_04
ORD IDord-2f4d24f0c8d549ad95750dfa0a2f0eb0
Source noteuspto-grants-2012_04