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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1166171Generated: October 25, 2026

Sodium Iodide → Ethyl 8-(2,6-Dimethylbenzylamino)-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylate

https://huagongshe.com/reaction/1166171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
Reactant2,6-Dimethylbenzyl ChlorideHCID 221154—
ReactantEthyl 8-Amino-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylateHCID 22997462—
SolventAcetonitrileHCID 6342—
ProductEthyl 8-(2,6-Dimethylbenzylamino)-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylateHCID 2299746647%

Reaction Steps

Ethyl 8-amino-3,6-dimethylimidazo[1,2-a]pyridin-2-carboxylate (1.3 g, 5.6 mmol), 2,6-dimethylbenzyl chloride (0.9 g, 6.2 mmol), potassium carbonate (1.5 g, 11 mmol) and sodium iodide (0.1 g, 0.6 mmol) were added to acetonitrile (15 ml) and refluxed for 20 h. The solvent was evaporated under reduced pressure. The residue was dissolved in methylene chloride , washed twice with water and the organic layer was separated dried (Na2SO4) and evaporated under reduced pressure. Purification of the residue by column chromatography on silica gel using heptane:ethyl acetate (2:1) as eluent gave 0.9 g (47%) of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06613775B1
Source datasetuspto-grants-2003_09
ORD IDord-8532f34b556b4cfda8b41e11893ad865
Source noteuspto-grants-2003_09