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HRID 40260Erstellt: 23. Oktober 2026

Dimethylformamide → 7-(difluoromethoxy)-N-((6-phenyl-[1,2,4]-triazolo[4,3-b]pyridazin-3-yl)methyl)-1,5-naphthyridin-4-amine

https://huagongshe.com/de/reaction/40260

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktCesium carbonateHCID 10796—
EduktSodium chlorodifluoroacetateHCID 2734985—
Edukt8-((6-Phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylamino)-1,5-naphthyridin-3-olHCID 135987478—
LösungsmittelWaterHCID 962—
Produkt7-(difluoromethoxy)-N-((6-phenyl-[1,2,4]-triazolo[4,3-b]pyridazin-3-yl)methyl)-1,5-naphthyridin-4-amineHCID 5769134917,7%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

DMF (0.5 mL) and water (0.1 mL) were added to a pressure vessel containing 8-((6-phenyl-[1,2,4]triazolo[4,3-b]pyridazin-3-yl)methylamino)-1,5-naphthyridin-3-ol (50 mg, 135 μmol), sodium 2-chloro-2,2-difluoroacetate (47 mg, 311 μmol), cesium carbonate (62 mg, 190 μmol). The reaction mixture was stirred at 100° C. for 18 h, cooled to RT and concentrated in vacuo. Purification by MPLC (DCM/MeOH+1% NH4OH: 100/0 to 90/10) afforded the title compound (10 mg, 17% yield). MS m/z=420.1 [M+H]+. Calc'd for C21H15F2N7O: 419.40.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524900B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-0b1c8b07155d420482ef7bede6836449
Quellennotizuspto-grants-2013_09