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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 71202Erstellt: 24. Oktober 2026

Sodium Carbonate → 3-Fluoro-4-(2-methylpyridin-4-yl)benzonitrile

https://huagongshe.com/de/reaction/71202

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt4-Bromo-2-methylpyridineHCID 2762835—
Edukt3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrileHCID 44755210—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt3-Fluoro-4-(2-methylpyridin-4-yl)benzonitrileHCID 66607696—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (14.0 g), 4-bromo-2-methylpyridine (5.84 mL), tetrakis(triphenylphosphine)palladium(0) (5.24 g) and 2N aqueous sodium carbonate solution (91 mL) in 1,2-dimethoxyethane (20 mL) was stirred at 80° C. for 30 min under a nitrogen atmosphere. The reaction mixture was allowed to cool to room temperature, and diluted with water, and the mixture was extracted with ethyl acetate. The organic layer was separated, and 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 (6.41 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08822699B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d738681f9e2b459293a710f609b9640e
Quellennotizuspto-grants-2014_09