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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1386091Generated: October 31, 2026

Sodium Iodide → 3-Carboethoxy-8-(2,6-dimethyl-4-fluorobenzyloxy)-2-methylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1386091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 8-hydroxy-2-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 21717316—
Reactant2-(Bromomethyl)-5-fluoro-1,3-dimethylbenzeneHCID 22672641—
SolventAcetonitrileHCID 6342—
Product3-Carboethoxy-8-(2,6-dimethyl-4-fluorobenzyloxy)-2-methylimidazo[1,2-a]pyridineHCID 2171734683%

Reaction Steps

A mixture of 3-carboethoxy-8-hydroxy-2-methylimidazo[1,2-a]pyridine (1.5 g, 6.8 mmol), 2,6-dimethyl-4-fluorobenzylbromide (1.6 g, 7.5 mmol), sodium iodide (0.1 g), potassium carbonate (1.9 g, 13.6 mmol) and acetonitrile (50 ml) was refluxed for over night. The solvent was removed in vacuo. The residue was dissolved in CH2Cl2, washed with water, dried over Na2SO4 and evaporated. The residue was chromatographed on silica, eluting with heptane:isopropyl ether(1:2) to give 2.0 g (83%) of the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06265415B1
Source datasetuspto-grants-2001_07
ORD IDord-7f5adcc52cc344599489a4a9a2a1bda9
Source noteuspto-grants-2001_07