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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 423283Generated: October 30, 2026

Triethylamine → 1-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}piperidine-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/423283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4'-(Trifluoromethyl)-[1,1'-biphenyl]-2-carbonyl chlorideHCID 11066000—
Reactant1-(4-Amino-3-dimethylcarbamoylphenyl)piperidine-4-carboxylic acid ethyl esterHCID 66676944—
SolventTolueneHCID 1140—
Product1-{3-Dimethylcarbamoyl-4-[(4'-trifluoromethylbiphenyl-2-carbonyl)amino]phenyl}piperidine-4-carboxylic acid ethyl esterHCID 66677097—

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(4-Amino-3-dimethylcarbamoylphenyl)-piperidine-4-carboxylic acid ethyl ester was dissolved in toluene (5 mL), and triethylamine (1.87 mL) was added thereto. The solution was cooled down to 0° C., and 4′-trifluoromethylbiphenyl-2-carbonyl chloride (synthesized from the corresponding carboxylic acid 1.44 g) was added thereto. The mixture was stirred at room temperature overnight. The insoluble matter was filtered off. After removal of the insoluble material by filtration, the filtrate was concentrated and purified by column chromatography on silica gel (acetone:hexane=5:1, v/v) to give the title compound (1.287 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08101774B2
Source datasetuspto-grants-2012_01
ORD IDord-fdebcf093ea347559182111f3f56c2c0
Source noteuspto-grants-2012_01