Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026757Generated: November 1, 2026

1,2-Dimethoxyethane → 2-(4-Fluorophenyl)isonicotinonitrile

https://huagongshe.com/reaction/1026757

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant2-Chloro-4-cyanopyridineHCID 568638—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-(4-Fluorophenyl)isonicotinonitrileHCID 4631207573.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 2-chloro-isonicotinonitrile (1.9 g), 4-fluorophenylboronic acid (2.9 g), sodium carbonate (4.3 g), tetrakis(triphenylphosphine)palladium (480 mg), 1,2-dimethoxyethane (40 mL), ethanol (20 mL) and water (20 mL) was stirred while heating at 100° C. for 2 hr. The solvent was distilled off under reduced pressure, and the resulting residue was then purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=94:6-50:50) to afford 2-(4-fluorophenyl)pyridine-4-carbonitrile (2.0 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729271B2
Source datasetuspto-grants-2014_05
ORD IDord-55b6f545ef874f51a2ef5be5c1514179
Source noteuspto-grants-2014_05