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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515327Generated: October 30, 2026

Triethylamine → 4-(3-(Cyclopropylmethyl)ureido)-N-(1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)-N-methylbenzamide

https://huagongshe.com/reaction/515327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-(3-(Cyclopropylmethyl)ureido)benzoic acidHCID 58055819—
Reactant1,1,1,3,3,3-Hexafluoro-2-(4-((4-(methylamino)piperidin-1-yl)methyl)phenyl)propan-2-olHCID 86670959—
SolventDichloromethaneHCID 6344—
SolventDichloromethane methanolHCID 21226129—
Product4-(3-(Cyclopropylmethyl)ureido)-N-(1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)-N-methylbenzamideHCID 8667096177.9%

Reaction Steps

To a mixture of 4-(3-(cyclopropylmethyl)ureido)benzoic acid (0.810 mmol, 190 mg), 1,1,1,3,3,3-hexafluoro-2-(4-((4-(methylamino)piperidin-1-yl)methyl)phenyl)propan-2-ol (0.810 mmol, 300 mg) and triethylamine (1.944 mmol, 0.271 mL, 197 mg) in dichloromethane (50 mL) was added N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.972 mmol, 186 mg). The reaction was stirred for 24 hours. Chromatography on silica eluting with dichloromethane to dichloromethane/methanol (10%) gave the title compound (370 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108939B2
Source datasetuspto-grants-2015_08
ORD IDord-fc1d828f8338496cac17239901602189
Source noteuspto-grants-2015_08