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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931020Generated: October 27, 2026

Ethyl 2-chloroacetoacetate → Ethyl 8-chloro-2-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/931020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-chloroacetoacetateHCID 11858—
ReactantSodium BicarbonateHCID 516892—
Reactant3-Chloro-5-(trifluoromethyl)-2-pyridinamineHCID 607248—
SolventIsopropanolHCID 3776—
ProductEthyl 8-chloro-2-methyl-6-(trifluoromethyl)imidazo[1,2-a]pyridine-3-carboxylateHCID 11837903917.3%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 3-chloro-5-(trifluoromethyl)pyridin-2-amine (2 g), ethyl 2-chloro-3-oxobutanoate (1.18 g) and 2-propanol (12 mL) was stirred with heating with microwave irradiation at 150° C. for 7 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 (380 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296746B2
Source datasetuspto-grants-2016_03
ORD IDord-419631ff2f0249239f828c593ee2df88
Source noteuspto-grants-2016_03