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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 923772Generated: October 30, 2026

Toluene → HCID 68091097, compound

https://huagongshe.com/reaction/923772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67981185HCID 67981185—
SolventPyridineHCID 1049—
ProductHCID 68091097HCID 68091097—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of 1-[2-(2-ethylsulfanyl-phenyl)-3-methyl-3H-imidazo[4,5-b]pyridin-6-yl]-2,2,2-trifluoro-ethanol (98 mg), toluene (10 ml), and pyridine (50 μl), thionyl chloride (1 ml) was added. The mixture was stirred with heating at 50° C. for 5 hours, and then saturated aqueous sodium hydrogen carbonate solution was poured, and extracted with ethyl acetate. The combined organic layer was dried over sodium, sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 66 mg of 6-(1-chloro-2,2,2-trifluoro-ethyl)-2-(2-ethylsulfanyl-phenyl)-3-methyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 266).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278983B2
Source datasetuspto-grants-2016_03
ORD IDord-ef686faa31c84875bbc42e616d28c786
Source noteuspto-grants-2016_03