Reaktion #304854

Reaktionsgleichung

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

sodium phenoxide

water

→

title compound

Ausbeute 20.9%

6-Phenoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

Ausbeute 20.9%

Lösungsmittel

NMP

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturby heating to 55° C. for 2 h
2. 2
   Extraktionextracted three times with dichloromethane
3. 3
   TrocknenThe combined organic phases were dried over sodium sulfate
4. 4
   Filtrationafter the desiccant had been filtered off
5. 5
   Sonstigedried under reduced pressure
6. 6
   SonstigeThe crude product was purified

Vorschrift

6-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.001; 200 mg) were initially charged dissolved in NMP (4 ml). Thereafter, sodium phenoxide (185 mg) was introduced at RT. After stirring at RT for one hour, the reaction was completed by heating to 55° C. for 2 h. Subsequently, 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. The crude product was purified using silica gel with a dichloromethane/methanol gradient. 38 mg of the title compound were obtained in solid form. LC-MS rt: 0.80 min [M+H]+: 228.1 (met. a)

Quelle