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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880726Generated: November 2, 2026

Dimethylformamide → 2-Pyridinecarbonitrile, 5-fluoro-4-(trifluoromethyl)-

https://huagongshe.com/reaction/1880726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 56604232HCID 56604232—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product2-Pyridinecarbonitrile, 5-fluoro-4-(trifluoromethyl)-HCID 59570346—

Reaction Conditions

Temperature95 °C

Reaction Steps

To 12 ml of N,N-dimethylformamide were added 0.8 g of 2-bromo-5-fluoro-4-trifluoromethylpyridine, 1.41 g of zinc cyanide and 0.28 g of tetrakistriphenylphosphinepalladium, and the mixture was stirred at 95° C. for 14 hours. After allowing to cool, the reaction solution was poured into water, and the resultant solution was extracted with diethyl ether three times, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.5 g of 5-fluoro-4-trifluoromethylpyridine-2-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-f56b6dffddac41eb83ece9753e2dc291
Source noteuspto-grants-2012_11