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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 216328Erstellt: 25. Oktober 2026

2-Bromopyridine → 1-(5-Fluoro-2,3'-bipyridin-6'-yl)ethanone

https://huagongshe.com/reaction/216328

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-BromopyridineHCID 7973—
EduktPotassium FluorideHCID 522689—
EduktHexamethylditinHCID 6327618—
Edukt1-(5-Bromopyridin-2-yl)ethan-1-oneHCID 23145345—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-(5-Fluoro-2,3'-bipyridin-6'-yl)ethanoneHCID 59162014—

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

Palladium tetrakis(triphenylphosphine) (289 mg, 0.25 mmol) was added to a degassed, ambient temperature solution of 2-bromopyridine (660 mg, 3.75 mmol), 1-(5-bromo-pyridin-2-yl)-ethanone (500 mg, 2.5 mmol) and hexamethylditin (1.2 g, 3.75 mmol) in degassed 1,4-dioxane (8 mL). After stirring at 110° C. overnight, the reaction mixture was cooled and KF/celite (1:1) was added. After stirring vigorously for 1 hr, reaction mixture was filtered and concentrated. Chromatography over silica eluting with 0-50% ethyl acetate/hexane afforded the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193228B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-43d217c3562947fcb3f9a7548c588cb2
Quellennotizuspto-grants-2012_06