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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64465Generated: October 28, 2026

Dichloromethane → Methyl 1-acetyl-4-[({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)methyl]piperidine-4-carboxylate

https://huagongshe.com/reaction/64465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantMethyl 4-[({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)methyl]piperidine-4-carboxylate dihydrochlorideHCID 86713485—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductMethyl 1-acetyl-4-[({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)methyl]piperidine-4-carboxylateHCID 86713484—

Reaction Steps

To a mixture of 150 mg of methyl 4-[({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)methyl]piperidine-4-carboxylate dihydrochloride, 150 μl of triethylamine, and 5 ml of dichloromethane was added 25 μl of acetyl chloride under ice-cooling, followed by stirring at room temperature for 2 hours. To the reaction mixture were added water and ethyl acetate to carry out a layer separation operation. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 135 mg of methyl 1-acetyl-4-[({[8-(cyclohexylmethoxy)-2-methylimidazo[1,2-a]pyridin-3-yl]carbonyl}amino)methyl]piperidine-4-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-2868b481a80f4527af5826f2e5505e96
Source noteuspto-grants-2016_09