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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390822Generated: October 26, 2026

Triethylamine → Hydrochloric Acid

https://huagongshe.com/reaction/390822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHydrochloric AcidHCID 313—
ProductN-methylpiperidine-4-carboxamideHCID 2760460—

Reaction Steps

To a stirring solution of BOC-isonipecotic acid (400 mg) in N,N-dimethylformamide (4 mL) was added 1,1′-carbonyldiimidazole (560 mg). The reaction mixture was stirred overnight and then methylamine hydrochloride (280 mg) and triethylamine (0.48 mL) were added. After 5 hours the reaction mixture was diluted with ethyl acetate, washed with water, dried (MgSO4) and the solvent removed in vacuo. Treatment with HCl yielded piperidine-4-carboxylic acid methylamide, which was isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383620B2
Source datasetuspto-grants-2013_02
ORD IDord-a70916512f6146d395d309e2ba3bcdd5
Source noteuspto-grants-2013_02