Ammonium formate → HCID 58484354, Verbindung

HRID 42705Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 42705
Cl[C:2]1[C:3](=[O:16])[N:4]([CH3:15])[N:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]1.C([O-])=O.[NH4+].ClCCl.CO>[Pd].CO>[CH3:15][N:4]1[C:3](=[O:16])[CH:2]=[C:7]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[CH:6]=[N:5]1

Komponenten

6

Edukt 3

HCID 2723923Ammonium formate2×HCID 170880204-Chloro-2-methyl-5-(4-methylpiperazin-1-yl)pyridazin-3(2H)-oneHCID 21226129Dichloromethane methanol

Produkt 1

HCID 58484354HCID 58484354, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a mixture of 4-chloro-2-methyl-5-(4-methylpiperazin-1-yl)pyridazin-3(2H)-one (4.85 g, 20 mmol) and 10% Pd/C catalyst (1.14 g) in methanol (100 ml) was added ammonium formate (2.90 g, 46 mmol), and the mixture was refluxed under argon with TLC monitoring (dichloromethane:methanol (9:1)). Further portions of ammonium formate were added until the starting material was completely consumed. The catalyst was filtered off and washed with methanol, then the solvent was evaporated under reduced pressure. The residue was taken up in water (30 ml) and extracted with dichloromethane (4×40 ml). The combined extracts were washed with water, dried (Na2SO4) and evaporated. The crude product was purified by recrystallization from ethyl acetate:light petroleum.

Aufarbeitung

  1. customwas completely consumed
  2. filtrationThe catalyst was filtered off
  3. washwashed with methanol
  4. customthe solvent was evaporated under reduced pressure
  5. extractionextracted with dichloromethane (4×40 ml)
  6. washThe combined extracts were washed with water
  7. dry with materialdried (Na2SO4)
  8. customevaporated
  9. customThe crude product was purified by recrystallization from ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-481462f735094066b3bc31c610911691
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536210B2

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