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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1398160Generated: November 1, 2026

Ethanol → 3-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrile

https://huagongshe.com/reaction/1398160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(4-bromo-2-fluorophenyl)-3-methyl-1H-1,2,4-triazoleHCID 66607884—
CatalystPotassium ferrocyanide trihydrateHCID 161067—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventSodium chloride; waterHCID 57417360—
Product3-fluoro-4-(3-methyl-1H-1,2,4-triazol-1-yl)benzonitrileHCID 66608502—

Reaction Conditions

Temperature120 °C

Reaction Steps

Under a nitrogen atmosphere, to a mixture of 1-(4-bromo-2-fluorophenyl)-3-methyl-1H-1,2,4-triazole (1.02 g), potassium carbonate (0.55 g) and potassium hexacyanoferrate(II) trihydrate (0.68 g) in DMF (4 mL)/ethanol (0.20 mL) was added palladium acetate (45 mg) at room temperature, and the mixture was stirred at 120° C. for 2 hr. The reaction mixture was allowed to cool to room temperature, and diluted with water and saturated brine, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.51 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901309B2
Source datasetuspto-grants-2014_12
ORD IDord-fa0d052736344a258e607667ffe7379d
Source noteuspto-grants-2014_12