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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931014Generated: October 25, 2026

Sulfuric Acid → Ethyl 8-bromo-6-methylimidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/931014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-3-bromo-5-methylpyridineHCID 519380—
ReactantPotassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olateHCID 74089075—
SolventIsopropanolHCID 3776—
ProductEthyl 8-bromo-6-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 11837902522%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-bromo-5-methylpyridin-2-amine (3 g), potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (7.6 g), sulfuric acid (0.86 mL) and 2-propanol (60 mL) was stirred at 90° C. for 24 hr. To the reaction mixture was added saturated aqueous sodium bicarbonate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296746B2
Source datasetuspto-grants-2016_03
ORD IDord-3a5d69c5e2f0430bacd34e8c74462e02
Source noteuspto-grants-2016_03