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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478643Generated: October 26, 2026

Triethylamine → N-[1-(Cyanomethyl-carbamoyl)-cyclohexyl]-4-(1-propyl-piperidin-4-yl)-benzamide

https://huagongshe.com/reaction/478643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Amino-cyclohexanecarboxylic acid cyanomethyl amideHCID 11194684—
Reactant4-(1-Propyl-piperidin-4-yl)-benzoic acid hydrochlorideHCID 69130205—
SolventDimethylformamideHCID 6228—
ProductN-[1-(Cyanomethyl-carbamoyl)-cyclohexyl]-4-(1-propyl-piperidin-4-yl)-benzamideHCID 10136279—

Reaction Steps

1-Amino-cyclohexanecarboxylic acid cyanomethyl-amide (23 mmol), 4-(1-propyl-piperidin-4-yl)-benzoic acid hydrochloride (23 mmol), HOBT (23 mmol), WSCD (23 mmol) and triethylamine (23 mmol) are dissolved in DMF (50 ml) and stirred overnight at rt. After evaporation of the solvent, the residue is dissolved in a mixture of water and sodium carbonate (to ensure basic conditions) and extracted three times with ethyl acetate. The combined extract is dried over sodium sulfate and evaporated. The residue is suspended in diethylether/pentane and the solid filtered of and dried (vacuum). A pale powder with mp. 198-200° C., Rf=0.34 (CH2Cl2/MeOH=9:1) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642239B2
Source datasetuspto-grants-2003_11
ORD IDord-dd809ae9b7a94881bd297e984f49c042
Source noteuspto-grants-2003_11