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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75617Generated: October 26, 2026

Hexachloroethane → 3-(2-Chlorophenyl)-6-fluoro-[1,2,4]triazolo[4,3-a]pyridine

https://huagongshe.com/reaction/75617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexachloroethaneHCID 6214—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant2-Chloro-benzoic acid N'-(5-fluoro-pyridin-2-yl)-hydrazideHCID 86686722—
SolventTetrahydrofuranHCID 8028—
Product3-(2-Chlorophenyl)-6-fluoro-[1,2,4]triazolo[4,3-a]pyridineHCID 8481956099.6%

Reaction Steps

Hexachloroethane (3.47 g, 14.68 mmol) was added portionwise at RT to a stirred mixture of Intermediate 31a (1.95 g, 7.34 mmol), triphenylphosphine (3.85 g, 14.68 mmol), and triethylamine (4.12 mL, 29.36 mmol) in anhydrous THF (60 mL). The reaction mixture was stirred at RT for 3.5 h. The resulting suspension was filtered, washing the solid with Et2O. The filtrate was concentrated in vacuo and the resultant residue purified by FCC using SCX-2 cartridge. The cartridge was washed with MeOH and the product was eluted with 2M NH3 in MeOH to give the title compound (1.81 g, quantitative) as a fawn coloured solid. LCMS (Method 3): Rt 2.96 min, m/z 248 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835431B2
Source datasetuspto-grants-2014_09
ORD IDord-e22244776e62412fa89e32bdb800990d
Source noteuspto-grants-2014_09