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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775281Generated: October 31, 2026

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

https://huagongshe.com/reaction/1775281

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 tripotassium 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 numberUS09260436B2
Source datasetuspto-grants-2016_02
ORD IDord-ee46f27097904abd991e6f62c90a59c0
Source noteuspto-grants-2016_02