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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109047Generated: November 1, 2026

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

https://huagongshe.com/reaction/2109047

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 numberUS07514449B2
Source datasetuspto-grants-2009_04
ORD IDord-520f95c8794247338fb07311c1d32ce9
Source noteuspto-grants-2009_04