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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339596Generated: October 28, 2026

4-Nitrobenzaldehyde → 6-Methyl-2-{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/339596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantSodium hydrideHCID 24758—
ReactantDichloromethane methanolHCID 21226129—
ReactantHCID 178423143HCID 178423143—
SolventTetrahydrofuranHCID 8028—
Product6-Methyl-2-{4-[(E)-2-(4-nitrophenyl)ethenyl]phenyl}imidazo[1,2-a]pyridineHCID 4513759424.2%

Reaction Steps

Prepared as described in the Alkene Formation section using sodium hydride (60% dispersion in mineral oil, 7 mg, 0.307 mmol), diethyl[4-(6-methylimidazo[1,2-a]pyridin-2-yl)benzyl phosphonate (100 mg, 0.279 mmol) and 4-nitrobenzaldehyde (42 mg, 0.279 mmol) in THF (5 ml) to give the title compound (24 mg, 24%) as a yellow solid after work-up and flash chromatography (100:1 DCM/MeOH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895313B2
Source datasetuspto-grants-2014_11
ORD IDord-434523b2c3424786a2b627a1a79b10d2
Source noteuspto-grants-2014_11