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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095839Generated: October 29, 2026

Ethyl Acetate → N-{6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamide

https://huagongshe.com/reaction/2095839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantSodium BicarbonateHCID 516892—
Reactant6-[(4-Methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-amineHCID 58158516—
SolventDimethylacetamideHCID 31374—
ProductN-{6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-yl}cyclopropanecarboxamideHCID 5815860360.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6-[(4-methoxybenzyl)oxy]-3-methylimidazo[1,2-a]pyridin-2-amine (1.0 g, 3.53 mmol) in N,N-dimethylacetamide (10 mL) was added cyclopropanecarbonyl chloride (352 μL, 3.88 mmol), and the mixture was stirred at 0° C. for 2 hr. Ethyl acetate and saturated aqueous sodium hydrogen carbonate solution were added to the reaction mixture, and the mixture was extracted 3 times with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (750 mg, 60%) as a slightly-yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445509B2
Source datasetuspto-grants-2013_05
ORD IDord-91bcfeb3215a471db5b74e9a7044f094
Source noteuspto-grants-2013_05