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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1584879Generated: October 31, 2026

Water → N-[(1-tert-butoxycarbonyl-4-piperidyl)methyl]pyridine-2-carboxamide

https://huagongshe.com/reaction/1584879

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPicolinic acidHCID 1018—
Reactant1-Boc-4-(aminomethyl)piperidineHCID 736817—
SolventO-XyleneHCID 7237—
SolventEthyl AcetateHCID 8857—
ProductN-[(1-tert-butoxycarbonyl-4-piperidyl)methyl]pyridine-2-carboxamideHCID 2122106536.1%

Reaction Steps

A mixture of pyridine-2-carboxylic acid (2.7 g) and 4-(aminomethyl)-1-tert-butoxycarbonylpiperidine (5.0 g) in dry xylene (50 ml) was heated under reflux under a Dean and Stark water separator for six hours. The cooled solution was diluted with ethyl acetate (150 ml), washed with aqueous oxalic acid solution (2M; 2×100 ml) then aqueous sodium hydrogen carbonate soultion (5M; 2×100 ml) and dried over magnesium sulphate. The solvent was removed in vacuo to give N-[(1-tert-butoxycarbonyl-4-piperidyl)methyl]pyridine-2-carboxamide (2.53 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05935973
Source datasetuspto-grants-1999_08
ORD IDord-d7fbf6e4e6a4460bbc655736ba322da8
Source noteuspto-grants-1999_08