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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521683Generated: October 30, 2026

1,4-Dioxane → 6-(2-Ethylsulfanylphenyl)-2-trifluoromethylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/521683

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant6-Bromo-2-(trifluoromethyl)imidazo(1,2-a)pyridineHCID 19973444—
Reactant2-(2-(Ethylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 123787969—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product6-(2-Ethylsulfanylphenyl)-2-trifluoromethylimidazo[1,2-a]pyridineHCID 7254903144.3%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 0.53 g of 2-ethylsulfanylphenylboronic acid pinacol ester, 0.52 g of 6-bromo-2-trifluoromethylimidazo[1,2-a]pyridine, 0.02 g of tris(dibenzylideneacetone)dipalladium(0), 0.05 g of 2-dicyclohexylphosphino-2′,6′-dimethoxyphenyl, 0.84 g of tripotassium phosphate and 6 ml of 1,4-dioxane was stirred at 110° C. for 7 hours. Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was filtered. The filtrate was extracted with ethyl acetate and then dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure, and the resulting residue was applied to a silica gel column chromatography to obtain 0.28 g of 6-(2-ethylsulfanylphenyl)-2-trifluoromethylimidazo[1,2-a]pyridine (Compound of Present Invention 26).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328121B1
Source datasetuspto-grants-2016_05
ORD IDord-5460b4dd5ede4b9ea643e13bc7c9d40a
Source noteuspto-grants-2016_05