Water → HCID 14823453, Verbindung

HRID 1955841Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1955841
[N:1]#[C:2]Br.C[N:5]1[CH2:10][CH2:9][N:8]([C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][N:12]=2)[CH2:7][CH2:6]1.O>CS(C)=O>[NH:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([N:8]2[CH2:7][CH2:6][N:5]([C:2]#[N:1])[CH2:10][CH2:9]2)=[N:12]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 10476Cyanogen BromideHCID 148234523-(4-Methylpiperazin-1-yl)-1H-indazole

Produkt 1

HCID 14823453HCID 14823453, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Versuchsvorschrift

To a stirred mixture of cyanogen bromide (5.3 g, 0.05 mol), K2 CO3 (7.1 g) and dimethylsulfoxide (40 ml) was added, dropwise, 3-(4-methyl-1-piperazinyl)-1H-indazole (1 1.0 g 0.051 mol) dissolved in dimethylsulfoxide (60 ml). The reaction was stirred at ambient temperature for 1 hour, and then it was poured into water. The aqueous suspension was extracted with ethyl acetate, the ethyl acetate was washed (H2O), dried (MgSO4), and concentrated to afford 7.8 g (67%) of a ye llow solid. This sample was combined with another and recrystallized twice from toluene to afford analytically pure 4-(1H-indazol-3-yl)-1-piperazinecarbonitrile as a white solid, m.p.=12°-122° C.

Aufarbeitung

  1. additionwas added
  2. extractionThe aqueous suspension was extracted with ethyl acetate
  3. washthe ethyl acetate was washed (H2O)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customto afford 7.8 g (67%) of a ye llow solid
  7. customrecrystallized twice from toluene

Quellen und Nachweise

ORD-Eintrag
ord-4aff8aba31e2430a9cf103fa14246ed7
Quelldatensatz
uspto-grants-1998_07
Patentnummer
US05776963

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