Dimethylformamide → N6,n6-diethyl-8-methyl-1,2,4-triazolo[4,3-b]pyridazine-3,6-diamine

HRID 1524457Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1524457
Br.Cl[C:3]1[CH:4]=[C:5]([CH3:13])[C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1.CN(C=O)C.[CH2:19]([NH:21][CH2:22][CH3:23])[CH3:20]>O>[CH2:19]([N:21]([CH2:22][CH3:23])[C:3]1[CH:4]=[C:5]([CH3:13])[C:6]2[N:7]([C:9]([NH2:12])=[N:10][N:11]=2)[N:8]=1)[CH3:20]

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 8021DiethylamineHCID 866507966-Chloro-8-methyl-[1,2,4]triazolo[4,3-b]pyridazin-3-ylamine hydrobromide

Produkt 1

HCID 58136920N6,n6-diethyl-8-methyl-1,2,4-triazolo[4,3-b]pyridazine-3,6-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

6-Chloro-8-methyl-[1,2,4]-triazolo[4,3-b]pyridazin-3-ylamine hydrobromide (W2.002; 250 mg) was dissolved in abs. DMF (2 ml) and admixed with diethylamine (7 ml). Thereafter, the reaction mixture was placed into a heating block at 80° C. with stirring for 11 days. The solvent was then drawn off and the residue was admixed with a little water and extracted three times with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. The residue was purified by means of preparative HPLC (met. A), and the clean product fractions were combined, freed of the acetonitrile under reduced pressure, alkalized with saturated potassium carbonate solution and extracted repeatedly with dichloromethane. The combined organic phases were dried over sodium sulfate, filtered and concentrated. 100 mg of the title compound were obtained.

Aufarbeitung

  1. customwas placed into a heating block at 80° C.
  2. extractionextracted three times with dichloromethane
  3. dry with materialThe combined organic phases were dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by means of preparative HPLC (
  7. extractionextracted repeatedly with dichloromethane
  8. dry with materialThe combined organic phases were dried over sodium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4ba56160ebb74ee987bab7998e3ad9e8
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09079906B2

Notizen zur Reaktion

Wird geladen…