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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842307Generated: November 1, 2026

Triethylamine → 1-BOC-4-DIMETHYLCARBAMOYLPIPERIDINE

https://huagongshe.com/reaction/1842307

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1-(tert-Butoxycarbonyl)-4-piperidinecarboxylic acidHCID 392871—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-BOC-4-DIMETHYLCARBAMOYLPIPERIDINEHCID 11021505—

Reaction Steps

Amine preparation: to a stirring solution of BOC-isonipecotic acid (400 mg) in DMF (4 mL) was added 1,1′-carbonyldiimidazole (560 mg). The reaction mixture was stirred overnight and then dimethylamine hydrochloride (280 mg) and triethylamine (0.48 mL) were added. After 5 h the reaction mixture was diluted with ethyl acetate, washed with water, dried (MgSO4) and the solvent was removed in vacuo to yield 4-dimethylcarbamoyl-piperidine-1-carboxylic acid tert-butyl ester. Removal of the BOC group with HCl yielded the desired compound, which was isolated as the hydrochloride salt.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946217B2
Source datasetuspto-grants-2015_02
ORD IDord-606aa00468ea4131a346e451ee05db70
Source noteuspto-grants-2015_02