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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 500995Generated: October 30, 2026

Ethyl bromoacetate → 8-Bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/500995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantTriethylamineHCID 8471—
Reactantmethyl N-(3-bromo-5-methyl-2-pyridyl)(methylsulfanyl)methaneimidothioateHCID 22024666—
SolventWaterHCID 962—
Product8-Bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-carboxylic acid ethyl esterHCID 68421714—

Reaction Conditions

Temperature60 °C

Reaction Steps

Ethyl bromoacetate (5.4 g) was added to methyl N-(3-bromo-5-methyl-2-pyridyl)-(methylsulfanyl)methaneimidothioate, and the mixture was stirred at 60° C. for 4 hours. After cooled to room temperature, triethylamine was added to treat the material, and water was further added thereto. The reaction mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The resulting residue was purified by column chromatography (ethyl acetate:n-hexane=1:9) to give 8-bromo-6-methyl-2-(methylsulfanyl)imidazo[1,2-a]pyridin-3-carboxylic acid ethyl ester (2.4 g) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07772249B2
Source datasetuspto-grants-2010_08
ORD IDord-31144bd7a59048e2bf80aaa8e7f65a5f
Source noteuspto-grants-2010_08