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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57806Erstellt: 24. Oktober 2026

N,N'-Dimethylethylenediamine → 6-Chloro-1-(6-fluoropyridin-2-yl)-1H-pyrazolo[4,3-c]pyridine

https://huagongshe.com/de/reaction/57806

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktPotassium CarbonateHCID 11430—
Edukt2-Bromo-6-fluoropyridineHCID 639438—
Edukt6-Chloro-1H-pyrazolo(4,3-c)pyridineHCID 56932109—
KatalysatorCopper iodideHCID 83717—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt6-Chloro-1-(6-fluoropyridin-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 8628024355,5%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 6-chloro-1H-pyrazolo[4,3-c]pyridine (13.778 mmol, 2115.9 mg), 2-bromo-6-fluoro-pyridine (15.156 mmol, 2667.3 mg), N,N′-Dimethylethylenediamine (13.778 mmol; 1.215 g; 1.37 mL), Copper iodide (13.778 mmol; 2650.5 mg), and potassium carbonate (15.156 mmol; 2.12 g) in 1,4-Dioxane (10 mL) was purged with Argon, then sealed and stirred at 100° C. for 20 hours. The mixture was cooled to room temperature, and then filtered through Celite. The filtrate was concentrated; the residue was purified on silica and eluted with 0 to 100% Ethyl acetate in Heptane to give 6-Chloro-1-(6-fluoro-2-pyridyl)pyrazolo[4,3-c]pyridine as an off-white solid (1.90 g, 55%) MS (ESI) m/z: 249 [M+H]+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434725B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-0ae3849eb90847e88320600dde5b5d9f
Quellennotizuspto-grants-2016_09