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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548199Generated: October 28, 2026

Triethylamine → N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]-1-methylpiperidine-4-carboxamide

https://huagongshe.com/reaction/548199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-Methylpiperidine-4-carboxylic acidHCID 22104579—
Reactant3-(3,5-Bis(trifluoromethyl)benzyloxy)-2-phenylpropylamine hydrochlorideHCID 86624040—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductN-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]-1-methylpiperidine-4-carboxamideHCID 8662403993%

Reaction Steps

4-Methylpiperidine-4-carboxylic acid (0.41 g, 2.9 mmol), the compound produced in Example 17 (0.99 g, 2.9 mmol) and triethylamine (0.40 mL, 2.9 mmol) were dissolved in CH2Cl2 (10 mL) and WSC.HCl (0.56 g, 2.9 mmol) was added thereto at room temperature. After the mixture was stirred for 20 hours at room temperature, water was added to the residue obtained by evaporation of the solvent in vacuo and the mixture was extracted with ethyl acetate. The organic layers were combined, washed with water and a saturated saline solution and dried over anhydrous sodium sulfate. The solvent was evaporated therefrom in vacuo to give Compound 1 (1.12 g, 93%) as an oily product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939552B2
Source datasetuspto-grants-2011_05
ORD IDord-46867278d280445aa02087d1d2a66153
Source noteuspto-grants-2011_05