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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 222242Generated: October 31, 2026

4-Piperidinecarboxylic acid → HCID 58270689, compound

https://huagongshe.com/reaction/222242

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Piperidinecarboxylic acidHCID 3773—
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-Methyl-5-hydroxypyridineHCID 14275—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
SolventDimethyl SulfoxideHCID 679—
SolventChloroformHCID 6212—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 58270689HCID 5827068981.6%

Reaction Steps

To a mixture of 6-methylpyridin-3-ol (1.8 g), CDI (2.64 g), and DMSO (18 mL) were added dropwise isonipecotic acid (4.2 g), and a mixture of DMSO (18 mL) and trifluoroacetic acid (2.5 mL), followed by stirring at room temperature for 1 day. To the reaction liquid were added saturated brine and chloroform, and the organic phase was separated. The organic phase was washed with saturated brine twice and then dried over anhydrous sodium sulfate, and the solvent was concentrated under reduced pressure. To the residue was added diisopropyl ether/methanol, and the resulting solid was collected by filtration and dried to obtain 1-{[(6-methylpyridin-3-yl)oxy]carbonyl}piperidine-4-carboxylic acid (3.51 g) as a colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08207199B2
Source datasetuspto-grants-2012_06
ORD IDord-3e94052690c6495eb032e4efa4225ad6
Source noteuspto-grants-2012_06