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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353122Generated: November 2, 2026

Triethylamine → 1-BOC-4-DIMETHYLCARBAMOYLPIPERIDINE

https://huagongshe.com/reaction/2353122

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 numberUS07750002B2
Source datasetuspto-grants-2010_07
ORD IDord-733c899f52a148329df7d69462c7fa5d
Source noteuspto-grants-2010_07