Sodium ethoxide → 6-Ethoxy-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine

HRID 1524461

Reaktionsgleichung

Reaktionsgleichung von HRID 1524461
Br.Cl[C:3]1[C:4]([CH3:14])=[C:5]([CH3:13])[C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1.[O-:15][CH2:16][CH3:17].[Na+]>C(O)C>[CH2:16]([O:15][C:3]1[C:4]([CH3:14])=[C:5]([CH3:13])[C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1)[CH3:17]

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 866507976-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

Produkt 1

HCID 580460056-Ethoxy-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamineAusbeute 108,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

6-Chloro-7,8-dimethyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.006; 4 g) were dissolved in ethanol (120 ml), admixed under argon with sodium ethoxide (5.86 g) and stirred at 60° C. for 1 h. Then the mixture was dried and the residue was purified using a 40 g silica gel cartridge (0-20% dichloromethane-ethanol gradient in 40 min). The clean product fractions were combined and dried. 3.24 g of the title compound were obtained, which still contained residual amounts of dichloromethane. LC-MS rt: 0.53 min [M+H]+: 208.1 (met. b)

Aufarbeitung

  1. customThen the mixture was dried
  2. customthe residue was purified
  3. customa 40 g silica gel cartridge (0-20% dichloromethane-ethanol gradient in 40 min)
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c3d3bd04b16e425eb21e1a0248298391
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079906B2

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