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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955049Generated: October 29, 2026

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

https://huagongshe.com/reaction/1955049

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 numberUS06124316
Source datasetuspto-grants-2000_09
ORD IDord-165f6a03ef1a47b88e218df6747c418b
Source noteuspto-grants-2000_09