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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548205Generated: October 28, 2026

Triethylamine → 4-amino-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-ph enylpropyl]benzamide hydrochloride

https://huagongshe.com/reaction/548205

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—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product4-amino-N-[3-(3,5-bis(trifluoromethyl)benzyloxy)-2-ph enylpropyl]benzamide hydrochlorideHCID 8662405465%

Reaction Steps

Compound 67 (1.10 g, 923%) was produced as an oily product from 4-tert-butoxycarbonylaminobenzoic acid (0.57 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. After that, Compound 67 (0.95 g, 1.6 mmol) was dissolved in dioxane (2.4 mL), 4 mol/L hydrogen chloride/dioxane (2.4 mL) was added thereto and the mixture was stirred for 20 hours at room temperature. The crystals produced after evaporation of the solvent therefrom in vacuo were filtered from petroleum ether to give Compound 61 (0.55 g, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07939552B2
Source datasetuspto-grants-2011_05
ORD IDord-0c031bac82e947dd84918c547fca1f50
Source noteuspto-grants-2011_05