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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548206Generated: October 30, 2026

Triethylamine → 4-Aminomethyl-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]benzamide hydrochloride

https://huagongshe.com/reaction/548206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
Reactant3-(3,5-Bis(trifluoromethyl)benzyloxy)-2-phenylpropylamine hydrochlorideHCID 86624040—
Reactant4-amino-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-ph enylpropyl]benzamide hydrochlorideHCID 86624054—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product4-Aminomethyl-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-phenylpropyl]benzamide hydrochlorideHCID 8662405659%

Reaction Steps

Compound 69 (1.05 g, 86%) was produced as an oily product from 4-tert-butoxycarbonylaminomethylbenzoic acid (0.60 g, 2.4 mmol), the compound produced in Example 17 (0.83 g, 2.0 mmol), triethylamine (0.28 mL, 2.0 mmol), WSC.HCl (0.46 g, 2.4 mmol) and CH2Cl2 (10 mL) according to the same manner as in Example 30. In the same manner as in the case of synthesis of Compound 61, Compound 63 (0.55 g, 59%) was produced from Compound 69 (1.04 g, 1.7 mmol), 4 mol/L hydrogen chloride/dioxane (2.6 mL) and dioxane (2.6 mL).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939552B2
Source datasetuspto-grants-2011_05
ORD IDord-eab00d1aefbd44a9bd40a96bfd23fb09
Source noteuspto-grants-2011_05