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HRID 1524455Erstellt: 26. Oktober 2026

Water → 8-Methyl-6-[2-(tetrahydropyran-2-yloxy)ethoxy]-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

https://huagongshe.com/reaction/1524455

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt2-(Oxan-2-yloxy)ethan-1-olHCID 4166833—
Edukt6-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromideHCID 86650796—
LösungsmittelDimethylformamideHCID 6228—
Produkt8-Methyl-6-[2-(tetrahydropyran-2-yloxy)ethoxy]-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamineHCID 58046010—

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

2-(Tetrahydropyran-2-yloxy)ethanol (3.85 ml) was initially charged in DMF (25 ml), admixed under argon with sodium hydride (681 mg) and stirred at 40° C. for 0.5 h. Subsequently, 6-chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 1.5 g), dissolved in DMF (25 ml), was added dropwise. After 40 min, the mixture was admixed with water and extracted by shaking four times with dichloromethane. To eliminate the excess alcohol, the mixture was chromatographed first through a short silica gel column with MtB ether and then with 8:2 dichloromethane/methanol. The clean product fractions were combined and dried. 678 mg of the title compound were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09079906B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-74524a8c5e9345ffa723c1d1d54b4399
Quellennotizuspto-grants-2015_07