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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876248Generated: October 25, 2026

Triethylamine → 4-Nitrophenyl 3-[(phenylcarbonyl)amino]-5-[4-(trifluoromethyl)phenyl]piperidine-1-carboxylate

https://huagongshe.com/reaction/876248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantSodium BicarbonateHCID 516892—
ReactantN-{5-[4-(trifluoromethyl)phenyl]piperidin-3-yl}benzamideHCID 66701397—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product4-Nitrophenyl 3-[(phenylcarbonyl)amino]-5-[4-(trifluoromethyl)phenyl]piperidine-1-carboxylateHCID 66701467—

Reaction Conditions

Temperature0 °C

Reaction Steps

At 0° C., 1.5 g (4.3 mmol) of N-{5-[4-(trifluoromethyl)phenyl]piperidin-3-yl}benzamide and 1.2 ml (1.1 mmol) of triethylamine were initially charged in 131 ml of dichloromethane, and 868 mg (4.3 mmol) of 4-nitrophenyl chlorocarbonate were added slowly. The mixture was stirred at 0° C. for 2 h and then warmed to RT. Water and saturated aqueous sodium bicarbonate solution were added, and the reaction mixture was extracted. The organic phase was concentrated under reduced pressure and purified by column chromatography (cyclohexane/ethyl acetate 1:2). Yield: 1.95 g (88% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987248B2
Source datasetuspto-grants-2015_03
ORD IDord-5ad197d86fac4986b747e1ecf455f861
Source noteuspto-grants-2015_03