HCID 178418361, Verbindung → HCID 178507347, Verbindung

HRID 1907221Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1907221
[N+:1]([C:4]1[CH:13]=[CH:12][C:11]2[NH:10][CH:9]=[C:8]3[C:14](=[O:23])[N:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:16]=[C:7]3[C:6]=2[CH:5]=1)([O-])=O.[H][H]>CO.[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][C:11]2[NH:10][CH:9]=[C:8]3[C:14](=[O:23])[N:15]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[N:16]=[C:7]3[C:6]=2[CH:5]=1

Komponenten

5

Edukt 2

HCID 178418361HCID 178418361, VerbindungHCID 178515216HCID 178515216, Verbindung

Produkt 1

HCID 178507347HCID 178507347, VerbindungAusbeute 87 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 5a in methanol were added catalytic amounts of Pd on carbon. Reaction mixture was stirred at 20 psi of hydrogen overnight. Solid was filtered off and methanol was removed in vacuo to afford 8-amino-2-phenyl-2,5-dihydro-pyrazolo-(4,3-c) quinolin-3-one in 87% yield. 1H-NMR (DMSO-d6) δ (ppm): 6.92 (1H, dd, J=8.79, 2.47 Hz), 7.13 (1H, m), 7.28 (1H, d, J=2.47 Hz), 7.43 (3H, m), 8.20 (2H, dd, J=7.69, 1.10 Hz), 8.44 (1H, d, J=6.59 Hz). m/z 277.3 (MH+).

Aufarbeitung

  1. customReaction mixture
  2. filtrationSolid was filtered off
  3. custommethanol was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2ee4e6fcee0c40318b3c188e7597515d
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08598159B2

Notizen zur Reaktion

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