Water → 6-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone

HRID 915043Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 915043
[Br:1]N1C(=O)CCC1=O.[NH2:9][C:10]1[N:11]=[C:12]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:13]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[N:21]=2)=[N:14][CH:15]=1.O>CN(C=O)C.CC(C)=O>[NH2:9][C:10]1[N:11]=[C:12]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:13]([C:16]2[CH:17]=[CH:18][C:19](=[O:25])[N:20]([CH:22]([CH3:24])[CH3:23])[N:21]=2)=[N:14][C:15]=1[Br:1]

Komponenten

6

Edukt 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 115657766-(5-amino-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone

Produkt 1

HCID 866009156-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinoneAusbeute 66,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
52.5 °C

Versuchsvorschrift

N-bromosuccinimide (875 mg) was added to a solution of 6-(5-amino-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone (1.51 g) in DMF (15 ml). The mixture was stirred at 50-55° C. for one hour and poured into water (150 ml). The precipitate was collected by filtration, dissolved in CHCl3, dried over MgSO4 and concentrated under reduced pressure to give a solid. The solid was suspended in acetone and collected by filtration to give 6-(5-amino-6-bromo-3-phenyl-2-pyrazinyl)-2-isopropyl-3(2H)-pyridazinone as a solid (1.26 g).

Aufarbeitung

  1. filtrationThe precipitate was collected by filtration
  2. dissolutiondissolved in CHCl3
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under reduced pressure
  5. customto give a solid
  6. filtrationcollected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-2ae34b8121bc4b0ab9e1f1ef0b1eb67e
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07265120B2

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