Dimethylformamide → 4-[1-(4-fluorophenyl)-1H-indazol-3-yl]-1-piperazine carboxamide

HRID 359033

Reaktionsgleichung

Reaktionsgleichung von HRID 359033
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([N:17]3[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]3)=[N:9]2)=[CH:4][CH:3]=1.[N+]([NH:26][C:27](N)=[O:28])([O-])=O.CN(C)C=O>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([N:17]3[CH2:18][CH2:19][N:20]([C:27]([NH2:26])=[O:28])[CH2:21][CH2:22]3)=[N:9]2)=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 62372NitroureaHCID 151170821-(4-fluorophenyl)-3-(1-piperazinyl)-1H-indazole

Produkt 1

HCID 151171004-[1-(4-fluorophenyl)-1H-indazol-3-yl]-1-piperazine carboxamideAusbeute 47,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of 5.0 g of 1-(4-fluorophenyl)-3-(1-piperazinyl)-1H-indazole, 5.1 g of nitrourea, and 80 ml of dimethylformamide was heated on a steam bath for 15 minutes. The reaction mixture was then poured into water and the resulting precipitate was recrystallized from ethyl acetate (2×) to yield 2.7 g (47%) of 4-[1-(4-fluorophenyl)-1H-indazol-3-yl]-1-piperazine carboxamide, m.p. 148°-150°.

Aufarbeitung

  1. temperaturewas heated on a steam bath for 15 minutes
  2. customthe resulting precipitate was recrystallized from ethyl acetate (2×)

Quellen und Nachweise

ORD-Eintrag
ord-6046f9ba4ad845dfa8c513c688871ada
Quelldatensatz
uspto-grants-1991_03
Patentnummer
US04999356

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