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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45780Generated: October 25, 2026

Sodium Carbonate → 4-(3-Chloropyrazin-2-yl)-1-naphthonitrile

https://huagongshe.com/reaction/45780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2,3-DichloropyrazineHCID 78575—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrileHCID 67997556—
Solvent1,4-DioxaneHCID 31275—
Product4-(3-Chloropyrazin-2-yl)-1-naphthonitrileHCID 86691452242.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 2,3-dichloropyrazine (2.98 g, 2 mmol), 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthonitrile (0.558 mmol, 2 mmol) palladium tetrakis triphenylphoshine (0.069 g, 0.06 mmol) and aqueous sodium carbonate solution (2M, 3 mL, 6 mmol) in dioxane (7 mL) was heated to 80° C. for 12 hours. The reaction mixture cooled to room temperature, washed with water, extracted with ethyl acetate and purified by chromatography to yield 4-(3-chloropyrazin-2-yl)-1-naphthonitrile (0.36 g, 68%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541589B2
Source datasetuspto-grants-2013_09
ORD IDord-c8158e5459884ad6907ccb259ea092f2
Source noteuspto-grants-2013_09