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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542479Generated: October 31, 2026

Ethanol → N-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimidin-2-yl-thio)propyl]-2-furamide

https://huagongshe.com/reaction/542479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant2-Furancarbonyl chlorideHCID 68242—
Reactant4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-(3-aminopropylthio)pyrimidineHCID 21298711—
SolventTriethylamineHCID 8471—
ProductN-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimidin-2-yl-thio)propyl]-2-furamideHCID 2020871074.6%

Reaction Steps

2-Furoyl chloride (145 mg.) was added to a mixture of 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(3-aminopropylthio)pyrimidine (308 mg.), EtOH (10 ml.) and triethylamine (0.5 ml.), the mixture left at room temperature for 2 hours and then evaporated to dryness. The residue was dissolved in N aqueous HCl and the solution washed with EtOAc. The aqueous phase was basified with 10N aqueous NaOH and then extracted with EtOAc, and the extract was dried amd evaporated to dryness. The residue was recrystallised from EtOAc to give N-[3-(4-[2-(2,2,2-trifluoroethyl)guanidino]pyrimidin-2-yl-thio)propyl]-2-furamide (300 mg.), m.p. 127°-129°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04657908
Source datasetuspto-grants-1987_04
ORD IDord-4731daa5634944d893ce0a90f77c3574
Source noteuspto-grants-1987_04