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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931029Generated: October 25, 2026

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

https://huagongshe.com/reaction/931029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Bromo-5-fluoropyridin-2-amineHCID 16126434—
ReactantPotassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olateHCID 74089075—
SolventIsopropanolHCID 3776—
ProductEthyl 8-bromo-6-fluoroimidazo[1,2-a]pyridine-3-carboxylateHCID 11837903079.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-bromo-5-fluoropyridin-2-amine (3.0 g), potassium 2-chloro-3-ethoxy-3-oxoprop-1-en-1-olate (7.4 g), sulfuric acid (0.84 mL) and 2-propanol (60 mL) was heated at 90° C. for 3 days. 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 suspended in ethanol, and the obtained solid was collected by filtration to give the title compound (3.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296746B2
Source datasetuspto-grants-2016_03
ORD IDord-274cae4ade9d4bb0942a75ff09bcd3bf
Source noteuspto-grants-2016_03