3-Aminopyridine → 5-Acetyl-2-ethyl-6-phenyl-4-(pyridin-3-ylamino)pyridazin-3(2H)-one

HRID 1725519

Reaktionsgleichung

Reaktionsgleichung von HRID 1725519
[C:1]([C:4]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][N:7]([CH2:16][CH3:17])[C:6](=[O:18])[C:5]=1[N+:19]([O-])=O)(=[O:3])[CH3:2].N[C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1>C(O)C>[C:1]([C:4]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][N:7]([CH2:16][CH3:17])[C:6](=[O:18])[C:5]=1[NH:19][C:23]1[CH:24]=[N:25][CH:26]=[CH:27][CH:28]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 100093-AminopyridineHCID 107320155-acetyl-2-ethylnitro6-phenylpyridazin-3(2H)-one

Produkt 1

HCID 684882995-Acetyl-2-ethyl-6-phenyl-4-(pyridin-3-ylamino)pyridazin-3(2H)-oneAusbeute 26 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 200 mg (0.7 mmol) of 5-acetyl-2-ethyl-4-nitro-6-phenylpyridazin-3(2H)-one (Dal Piaz, V et al, J. Med. Chem. 1997, 40, 1417) in ethanol (10 mL), 3-aminopyridine (0.098 mg, 1.04 mmol) was added portionwise. The resulting mixture was stirred at room temperature for five hours. The solvent was evaporated and the residue purified by column chromatography (silica gel, dichloromethane/methanol 97:3) to yield the title compound (60 mg, 26% yield).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue purified by column chromatography (silica gel, dichloromethane/methanol 97:3)

Quellen und Nachweise

ORD-Eintrag
ord-42fe29e1a82b47c69a290948a3699c8c
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07491722B2

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