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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 15050Generated: October 26, 2026

Dimethylformamide → 4-[(E)-2-(4-fluorophenyl)vinyl]-2-(4-methoxybenzyloxy)-pyridine

https://huagongshe.com/reaction/15050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-FluorostyreneHCID 67883—
Reactant4-Iodo-2-((4-methoxybenzyl)oxy)pyridineHCID 66872953—
CatalystHCID 178418476HCID 178418476—
SolventSodium chloride; waterHCID 57417360—
Product4-[(E)-2-(4-fluorophenyl)vinyl]-2-(4-methoxybenzyloxy)-pyridineHCID 6687272561%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-Fluorostyrene (3.0 mL), dichlorobis(triphenylphosphine)palladium (870 mg) and potassium carbonate (5.2 g) were added to DMF (70 mL) solution of 4-iodo-2-(4-methoxybenzyloxy)pyridine (4.25 g) and stirred at 100° C. for 19 hours. Saturated brine was added to the reaction liquid, followed by extraction with ethyl acetate and drying over anhydrous magnesium sulfate. Concentrating the solvent under reduced pressure, the resulting residue was purified on silica gel column chromatography (C-200; ethyl acetate:hexane=1:19-1:9-1:4) to provide the title compound (2.55 g, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732456B2
Source datasetuspto-grants-2010_06
ORD IDord-59420ad30a3644888fc89d1d064672b1
Source noteuspto-grants-2010_06