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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339598Generated: October 30, 2026

Sodium hydride → 2-(4-{(e)-2-[4-Nitro-2-(2-fluoroethoxy)phenyl]ethenyl}phenyl)-6-methylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/339598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDichloromethane methanolHCID 21226129—
Reactant2-(2-Fluoroethoxy)-4-nitrobenzaldehydeHCID 58342015—
ReactantHCID 178423143HCID 178423143—
SolventTetrahydrofuranHCID 8028—
Product2-(4-{(e)-2-[4-Nitro-2-(2-fluoroethoxy)phenyl]ethenyl}phenyl)-6-methylimidazo[1,2-a]pyridineHCID 5834200374.6%

Reaction Steps

Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 27 mg, 0.67 mmol), diethyl[4-(6-methylimidazo[1,2-a]pyridin-2-yl)benzyl phosphonate (200 mg, 0.559 mmol) and 2-(2-fluoroethoxy)-4-nitrobenzaldehyde (119 mg, 0.559 mmol) in dry THF (15 ml) to give the title compound (174 mg, 74%) as an orange solid after work-up and flash chromatography (50:1 DCM/MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-96afd8f593224df7ba715eec8fd54cb2
Source noteuspto-grants-2014_11