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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491831Generated: November 1, 2026

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

https://huagongshe.com/reaction/491831

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), thereto is added ethyl isonicotinate (10.00 g), and then the reaction solution is 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, 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 numberUS07531537B2
Source datasetuspto-grants-2009_05
ORD IDord-9eed781032ea4cb2a3660770913f9d40
Source noteuspto-grants-2009_05