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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16699Generated: October 23, 2026

Triethylamine → 1-(Pyridin-4-yl)piperidine-4-carboxylic acid

https://huagongshe.com/en/reaction/16699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl isonicotinateHCID 15291—
Reactant4-Chloropyridine hydrochlorideHCID 81852—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1-(Pyridin-4-yl)piperidine-4-carboxylic acidHCID 126828978.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

4-Chloropyridine hydrochloride (9.55 g) and triethylamine (26.0 ml) are dissolved in ethanol (10 ml) and water (30 ml), and thereto is added ethyl isonicotinate (10.00 g). The reaction solution is then heated at 150° C. for 96 hours in a sealed tube. After allowing to cool, ethanol is added to the reaction solution and the insoluble materials are removed by filtration. The filtrate is concentrated under reduced pressure, and the resulting residue is suspended in chloroform. The precipitates are collected by filtration and recrystallized from water/N,N-dimethylformamide to give the title compound (10.34 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737161B2
Source datasetuspto-grants-2010_06
ORD IDord-cc361223dfd14718a49e0b82a2f7cfe8
Source noteuspto-grants-2010_06