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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521681Generated: October 26, 2026

Potassium Phosphate, Tribasic → 6-(2-ethylsulfanylphenyl)-3-methyl-2-trifluoromethyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/521681

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant6-iodo-3-methyl-2-trifluoromethyl-3H-imidazo[4,5-b]pyridineHCID 118035031—
Reactant2-(2-(Ethylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 123787969—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product6-(2-ethylsulfanylphenyl)-3-methyl-2-trifluoromethyl-3H-imidazo[4,5-b]pyridineHCID 118034991103.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 0.37 g of 2-ethylsulfanylphenylboronic acid pinacol ester, 0.46 g of 6-iodo-3-methyl-2-trifluoromethyl-3H-imidazo[4,5-b]pyridine, 0.03 g of tris(dibenzylideneacetone)dipalladium(0), 0.08 g of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylphenyl, 0.74 g of tripotassiurn phosphate, 0.1 ml of water and 10 ml of 1,4-dioxane was stirred at 100° C. for 4 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 0.49 g of 6-(2-ethylsulfanylphenyl)-3-methyl-2-trifluoromethyl-3H-imidazo[4,5-b]pyridine (Compound of Present Invention 24).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328121B1
Source datasetuspto-grants-2016_05
ORD IDord-77ee5a15034b42cda8a1713a638222b3
Source noteuspto-grants-2016_05