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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64400Generated: October 25, 2026

Diisopropyl Ether → Ethyl 8-(cyclohexylmethoxy)-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate

https://huagongshe.com/reaction/64400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropyl EtherHCID 7914—
ReactantTriethylamineHCID 8471—
ReactantEthyl 2-chloroacetoacetateHCID 11858—
Reactant3-(Cyclohexylmethoxy)-5-methylpyridin-2-amineHCID 86713407—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductEthyl 8-(cyclohexylmethoxy)-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylateHCID 71108833—

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 1.38 g of 3-(cyclohexylmethoxy)-5-methylpyridin-2-amine in 24 ml of toluene were added 1.21 ml of ethyl 2-chloro-3-oxobutanoate and 1.23 ml of triethylamine, followed by stirring at 110° C. for 3 days. After leaving to be cooled at room temperature, water and diisopropyl ether were added thereto to carry out a layer separation operation. The organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.52 g of ethyl 8-(cyclohexylmethoxy)-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-d2d55b23c17241fd92a6743415c415e4
Source noteuspto-grants-2016_09