Ammonium formate → 4-(4-Methoxy-2-methylphenyl)-3-pyridazineamine

HRID 501003

Reaktionsgleichung

Reaktionsgleichung von HRID 501003
C([O-])=O.[NH4+].Cl[C:6]1[N:11]=[N:10][C:9]([NH2:12])=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:14]=2[CH3:21])[CH:7]=1>CO.[Pd]>[CH3:20][O:19][C:16]1[CH:17]=[CH:18][C:13]([C:8]2[CH:7]=[CH:6][N:11]=[N:10][C:9]=2[NH2:12])=[C:14]([CH3:21])[CH:15]=1

Komponenten

5

Edukt 2

HCID 2723923Ammonium formateHCID 220244746-Chloro-4-(4-methoxy-2-methylphenyl)-3-pyridazineamine

Produkt 1

HCID 220244894-(4-Methoxy-2-methylphenyl)-3-pyridazineamineAusbeute 90,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

10% Pd—C (hydrous product; 7.89 g) and ammonium formate (11.96 g) were added to a solution of 6-chloro-4-(4-methoxy-2-methylphenyl)-3-pyridazineamine (7.89 g) in methanol (100 mL), and the mixture was heated under reflux for 1.5 hours. The reaction mixture was filtered through Celite, and the solvent was evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate:ethanol=10:1) to give the title compound (6.16 g) as white crystals.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. filtrationThe reaction mixture was filtered through Celite
  4. customthe solvent was evaporated
  5. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:ethanol=10:1)

Quellen und Nachweise

ORD-Eintrag
ord-864c31f1255244eab1b56df523273f4a
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07772249B2

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