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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533644Generated: October 29, 2026

Toluene → HCID 68091055, compound

https://huagongshe.com/reaction/533644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-(Tributylstannyl)pyrimidineHCID 2763251—
ReactantHCID 68091210HCID 68091210—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 68091055HCID 68091055100.2%

Reaction Steps

A mixture of 2-(4-bromo-2-ethylsulfonylphenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (0.20 g), 2-tributylstannylpyrimidine (0.17 g), tetrakis(triphenylphosphine)palladium (27 mg) and toluene (5 ml) was heated at reflux under nitrogen atmosphere for 5.5 hours. After the mixture was cooled to room temperature, to the mixture, 2-tributylstannylpyrimidine (0.17 g) and tetrakis(triphenylphosphine)palladium (27 mg) were added, and stirred under reflux for further 8 hours. After the mixture was cooled to room temperature, water was poured thereinto, and extracted with ethyl acetate. The combined organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to give 0.20 g of 2-[2-ethylsulfonyl-4-(pyrimidine-2-yl)-phenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter, Present Compound 333).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853238B2
Source datasetuspto-grants-2014_10
ORD IDord-f6ad32022569498bb953114e5c9a2cea
Source noteuspto-grants-2014_10