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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272895Generated: October 31, 2026

N-methyl-2-pyrrolidone → 2-(3-ethylthiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridine

https://huagongshe.com/reaction/2272895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantSodium ethanethiolateHCID 4459711—
Reactant2-(3-chlorothiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridineHCID 117974144—
SolventWaterHCID 962—
Product2-(3-ethylthiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridineHCID 11797409381.8%

Reaction Conditions

Temperature70 °C

Reaction Steps

0.32 g of sodium ethanethiolate was added to a mixture of 0.71 g of 2-(3-chloro-thiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5-b]pyridine and 4 ml of NMP, under ice cooling, and the mixture was stirred at 70° C. for 4 hours. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, then concentrated under reduced pressure and applied to a silica gel column chromatography to obtain 0.57 g of 2-(3-ethylthiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridine (Compound of Present Invention (3)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120792B2
Source datasetuspto-grants-2015_09
ORD IDord-e59da194acda4fe78d0d0bec506601ef
Source noteuspto-grants-2015_09