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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 410179Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/410179

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt3-Bromo-2-fluoropyridineHCID 2762778—
Edukt2-Methylpyridine-4-boronic acidHCID 4192664—
Edukt2-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 11269872—
Katalysator(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladiumHCID 6505921—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
Produkt2-Fluoro-3-(2-methylpyridin-4-yl)pyridineHCID 58548572—

Reaktionsschritte

To a round bottomed flask was added 3-bromo-2-fluoropyridine (1.0376 g, 5.9 mmol), 2-methylpyridin-4-ylboronic acid (1.6154 g, 12 mmol), tris(dibenzylideneacetone)dipalladium(o) (0.5501 g, 0.59 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxy-1,1′-biphenyl (0.4846 g, 1.2 mmol), and sodium carbonate (0.74 mL, 18 mmol) in acetonitrile:water (5:1 ratio) at 85° C. to stir overnight. The reaction was monitored by LCMS. Upon completion, the solvents were evaporated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage™ pre-packed silica gel column (40S), eluting with a gradient of 0.5% to 5% methanol in DCM, to provide 4-(2-fluoropyridin-3-yl)-2-methylpyridine. [M+1]=189.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08759532B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-85ea96b7b6244ba8b2f8b4b4153016ce
Quellennotizuspto-grants-2014_06