Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 42022Erstellt: 24. Oktober 2026

2,5-Dibromopyridine → 5-Bromo-3'-fluoro-2,4'-bipyridine

https://huagongshe.com/de/reaction/42022

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,5-DibromopyridineHCID 69353—
Edukt3-Fluoro-4-(tributylstannyl)pyridineHCID 22273601—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-Bromo-3'-fluoro-2,4'-bipyridineHCID 5841581262%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

In a schlenck tube, a mixture of 2,5-dibromopyridine (2.11 mmol, 0.500 g), 3-fluoro-4-(tributylstannyl)pyridine (2.32 mmol, 0.896 g), PdCl2(PPh3)2 (0.21 mmol, 0.148 g), CuI (0.43 mmol, 0.080 g) in DMF (5 ml) was heated at 130° C. for 12 hours, under argon atmosphere. The solvent was evaporated and the crude mixture was extracted between water and ethyl acetate. The solid residue was purified by chromatography over SiO2 eluting with DCM/methanol mixtures affording 0.330 g (yield 62%) of the expected product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536165B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-a11cea2e8f2340d298289a02033d0720
Quellennotizuspto-grants-2013_09