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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723403Generated: October 29, 2026

Ethanol → 8-Benzyloxy-6-ethoxycarbonyl-2,3-dimethylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/723403

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
Reactant8-(Benzyloxy)-6-bromo-2,3-dimethylimidazo[1,2-a]pyridineHCID 12106081—
ReactantHCID 178418416HCID 178418416—
Catalystpalladium(II) acetateHCID 167845—
Product8-Benzyloxy-6-ethoxycarbonyl-2,3-dimethylimidazo[1,2-a]pyridineHCID 12106082—

Reaction Steps

A mixture of 4 g of 8-benzyloxy-6-bromo-2,3-dimethylimidazo[1,2-a]pyridine, 0.4 g of palladium(II) acetate, 1.33 g of triphenylphosphine, 10 ml of triethylamine and 50 ml of ethanol is heated in a carbon monoxide atmosphere in an autoclave (5 bar) for 16 h, and the volatile components are stripped off in vacuo and chromatographed on silica gel (eluent: ethyl acetate). 2.4 g of the title compound of melting point 140–1° C. (diethyl ether) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141567B2
Source datasetuspto-grants-2006_11
ORD IDord-08cef6a8c97f488b86b53875fbecce3b
Source noteuspto-grants-2006_11