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HRID 657869Erstellt: 24. Oktober 2026

Water → 6-((S)-sec-Butoxy)-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

https://huagongshe.com/de/reaction/657869

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium hydrideHCID 24758—
Edukt6-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-B]pyridazin-3-amineHCID 58045804—
LösungsmittelDimethylformamideHCID 6228—
Lösungsmittel(+)-2-ButanolHCID 444683—
Produkt6-((S)-sec-Butoxy)-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamineHCID 58045871—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

(S)-Butan-2-ol (1.7 ml) was initially charged at RT with stirring and cooled almost to 0° C. with an ice bath. Subsequently, the mixture was admixed with portions of sodium hydride (85 mg). The suspension formed was heated to 55° C. for 1.5 h and then admixed with portions of 6-chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine (W2.006a, 100 mg), suspended in (S)-butan-2-ol (2 ml) and DMF (2 ml). After stirring at 55° C. for 1 h, the mixture was admixed with water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate and, after the desiccant had been filtered off, dried under reduced pressure. 105 mg of the title compound were isolated in sufficient purity. LC-MS rt: 0.81 min [M+H]+: 236.2 (met. b)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08076336B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-6c173fa28594464d8c15baef95fe3844
Quellennotizuspto-grants-2011_12