Water → 6-Cyclopropylmethoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 1524443Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1524443
[CH:1]1([CH2:4][OH:5])[CH2:3][CH2:2]1.[H-].[Na+].Br.Cl[C:10]1[CH:11]=[CH:12][C:13]2[N:14]([C:16]([NH2:19])=[N:17][N:18]=2)[N:15]=1.O>CN(C=O)C>[CH:1]1([CH2:4][O:5][C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:16]([NH2:19])=[N:17][N:18]=3)[N:15]=2)[CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 962WaterHCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 866507946-Chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

Produkt 1

HCID 581369646-Cyclopropylmethoxy-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

Cyclopropylmethanol (2.64 ml) was initially charged in DMF (35 ml), admixed under argon with sodium hydride (795 mg) and stirred at 40° C. for 1 h. Subsequently, 6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.001; 1.66 g), dissolved in DMF (35 ml), were added dropwise. After 1 h, the mixture was admixed with water and extracted by shaking four times with dichloromethane. The combined organic phases were dried over magnesium sulfate and concentrated by rotary evaporation. The residue was triturated with MtB ether, filtered off with suction and dried. 720 mg of the title compound were obtained. LC-MS rt: 0.80 min [M+H]+: 206.1 (met. f)

Aufarbeitung

  1. additionwere added dropwise
  2. waitAfter 1 h
  3. extractionextracted
  4. stirringby shaking four times with dichloromethane
  5. dry with materialThe combined organic phases were dried over magnesium sulfate
  6. concentrationconcentrated by rotary evaporation
  7. customThe residue was triturated with MtB ether
  8. filtrationfiltered off with suction
  9. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d43fed9a8b9346739305c36d5ae98d3d
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079906B2

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