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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272918Generated: October 31, 2026

1-Hydroxybenzotriazole → 2-(3-chlorothiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridine

https://huagongshe.com/reaction/2272918

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant3-Chlorothiophene-2-carboxylic acidHCID 701269—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantN2-methyl-5-trifluoromethylsulfanylpyridine-2,3-diamineHCID 68091243—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
Product2-(3-chlorothiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridineHCID 11797414489.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 0.50 g of N2-methyl-5-trifluoromethylthiopyridine-2,3-diamine, 0.44 g of 3-chloro-thiophene-2-carboxylic acid, 0.51 g of EDCI hydrochloride, 30 mg of HOBt and 5 ml of pyridine was stirred at 90° C. for 10 hours. Water was poured into the cooled reaction mixture, and the deposited precipitate was filtered. The filtrate was applied to a silica gel column chromatography to obtain 0.7 g of 2-(3-chlorothiophen-2-yl)-3-methyl-6-trifluoromethylthio-3H-imidazo[4,5,b]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120792B2
Source datasetuspto-grants-2015_09
ORD IDord-7f672f5555d2422298167e4685bbed44
Source noteuspto-grants-2015_09