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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599786Generated: October 30, 2026

Dimethylformamide → N-Methyl-4-phenylpiperidine-4-carboxamide

https://huagongshe.com/reaction/1599786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventDichloromethaneHCID 6344—
ProductN-Methyl-4-phenylpiperidine-4-carboxamideHCID 22741819—

Reaction Steps

1.98 g of triethylamine are added to a solution of 1.5 g of the compound obtained in the preceding stage in 5 ml of DCM and 5 ml of DMF, followed by 0.49 g of methylamine hydrochloride. The mixture is cooled on an ice bath, 2.39 g of BOP are added and the mixture is kept stirring for 24 hours while allowing the temperature to rise to RT. The reaction mixture is concentrated under vacuum, the residue extracted with ether, washed with water, with a buffer solution pH=2, with water, with a 10% solution of NaOH, with water, with a saturated solution of NaCl, dried over MgSO4 and evaporated under vacuum. 1.4 g of the expected product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05741910
Source datasetuspto-grants-1998_04
ORD IDord-abd2531e7a5e4e039bd1d01f426526da
Source noteuspto-grants-1998_04