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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521690Generated: October 26, 2026

1,4-Dioxane → 6-(2-Ethylsulfanylphenyl)-5-methyl-2-pentafluoroethylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/521690

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant6-Bromo-5-methyl-2-pentafluoroethylimidazo[1,2-a]pyridineHCID 118035037—
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)-5-methyl-2-pentafluoroethylimidazo[1,2-a]pyridineHCID 118205826103.5%

Reaction Steps

A mixture of 0.53 g of 2-ethylsulfanylphenylboronic acid pinacol ester, 0.65 g of 6-bromo-5-methyl-2-pentafluoroethylimidazo[1,2-a]pyridine, 0.02 g of tris(dibenzylideneacetone)dipalladium(0), 0.05 g of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylphenyl, 1.0 g of tripotassium phosphate and 3 ml of 1,4-dioxane was stirred under heat-reflux for 9 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 dried matter was concentrated under reduced pressure, and then the resulting residue was applied to a silica gel column chromatography to obtain 0.79 g of 6-(2-ethylsulfanylphenyl)-5-methyl-2-pentafluoroethylimidazo[1,2-a]pyridine (Compound of Present Invention 29).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328121B1
Source datasetuspto-grants-2016_05
ORD IDord-29399ce4611d4c53bac0336892a69715
Source noteuspto-grants-2016_05