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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476905Generated: October 30, 2026

Hydrochloric Acid → 3-[2-(4-(2,4-Difluorophenyl)piperazin-1-yl)ethylmercapto]-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine

https://huagongshe.com/reaction/476905

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-(2-Chloroethyl)-4-(2,4-difluorophenyl)piperazineHCID 14126748—
ReactantHCID 178506204HCID 178506204—
SolventEthanolHCID 702—
SolventDiethyl EtherHCID 3283—
SolventTriethylamineHCID 8471—
Product3-[2-(4-(2,4-Difluorophenyl)piperazin-1-yl)ethylmercapto]-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridineHCID 1412675158.9%

Reaction Steps

A solution of 13 g of 3-mercapto-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine, prepared in Example 18, and 15.5 g of 1-chloro-2-[4-(2,4-difluorophenyl)piperazin-1-yl]ethane as the base, freed from its hydrochloride, prepared in Example 7, by the addition of sodium hydroxide and extraction with ether, in 75 ml of ethanol containing 10 ml of triethylamine is heated under reflux for 6 hours. The reaction mixture is then concentrated in vacuo and the residue is taken up with methylene chloride, which is washed carefully with water, dried and then evaporated. The residue crystallizes when taken up in a mixture of ethyl ether and isopropyl ether. The crystals obtained are filtered off, washed with isopropyl ether and then dried to give 15.5 g of 3-[2-(4-(2,4-difluorophenyl)piperazin-1-yl)ethylmercapto]-8-trifluoromethyl-1,2,4-triazolo(4,3-a)pyridine in the form of crystals melting at 119°-120° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886805
Source datasetuspto-grants-1989_12
ORD IDord-9e9907dd858840ec8bb7795577e22c73
Source noteuspto-grants-1989_12