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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739109Generated: November 3, 2026

Triethylamine → N-Methyl-4-phenylpiperidine-4-carboxamide

https://huagongshe.com/reaction/1739109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantMethylamine hydrochlorideHCID 6364545—
Reactantdichloromethane N,N-dimethylformamideHCID 22350042—
ProductN-Methyl-4-phenylpiperidine-4-carboxamideHCID 22741819—

Reaction Conditions

Temperature2.5 °C

Reaction Steps

5.29 g of triethylamine and then 1.32 g of methylamine hydrochloride are added to a solution of 4 g of the compound obtained in step A of PREPARATION 1.5 in 20 ml of a DCM/DMF (50:50; v/v) mixture, the resulting mixture is cooled to 0-5° C., 6.37 g of BOP are added and the reaction mixture is left stirring for 24 hours at RT. It is concentrated under vacuum, the residue is extracted with ether, the organic phase is washed with water, with a pH 2 buffer solution, with water, with 10% NaOH solution, with water and with saturated NaCl solution and dried over MgSO4 and the solvent is evaporated off under vacuum. 3.72 g of the expected product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05965580
Source datasetuspto-grants-1999_10
ORD IDord-cf6d0e287cdc495c94aad383c0a11294
Source noteuspto-grants-1999_10