Sodium hydride → 6-Methyl-2-(4-{(E)-2-[4-nitro-2-(2-tert-butyldimethylsiloxyethoxy)phenyl]ethenyl}phenyl)imidazo[1,2-a]pyridine

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Reaction Steps

Prepared as described in the Alkene Formation section using sodium hydride (40 mg, 60% dispersion in mineral oil, 1.00 mmol), diethyl [4-(6-methylimidazo[1,2-a]pyridin-2-yl)benzyl]phosphonate (0.300 g, 0.837 mmol) and 2-([2-tert-butyldimethylsiloxy]ethoxy)-4-nitrobenzaldehyde (0.272 g, 0.837 mmol) in dry THF (30 ml) to give the title compound (0.285 g, 64%) as an orange solid after work-up and flash chromatography (2:1 EtOAc/Hexane).

Provenance & Evidence