1-Isopropyl-4-(6-nitropyridin-3-yl)piperazine → 5-(4-(Propan-2-yl)piperazin-1-yl)pyridin-2-amine

HRID 449609Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 449609
[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:10]2[CH:11]=[N:12][C:13]([N+:16]([O-])=O)=[CH:14][CH:15]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2]>CCO.[Pd]>[CH:1]([N:4]1[CH2:5][CH2:6][N:7]([C:10]2[CH:15]=[CH:14][C:13]([NH2:16])=[N:12][CH:11]=2)[CH2:8][CH2:9]1)([CH3:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 575020971-Isopropyl-4-(6-nitropyridin-3-yl)piperazine

Produkt 1

HCID 434619445-(4-(Propan-2-yl)piperazin-1-yl)pyridin-2-amineAusbeute 61,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

In a 250 mL round-bottomed flask, 1-isopropyl-4-(6-nitropyridin-3-yl)piperazine (788 mg, 3.15 mmol, Eq: 1.00) in EtOH (40 ml) was combined with palladium on carbon (DeGussa)(78.2 mg, 735 μmol, Eq: 0.233). The mixture was evacuated twice with hydrogen and then stirred under a hydrogen atmosphere for 18 h. The solution was filtered through celite, rinsing the celite with fresh ethanol. The solvent was evaporated under reduced pressure to give 5-(4-isopropylpiperazin-1-yl)pyridin-2-amine (425 mg, 61%). LC/MS-ESI observed [M+H]+ 221.

Aufarbeitung

  1. customThe mixture was evacuated twice with hydrogen
  2. filtrationThe solution was filtered through celite
  3. washrinsing the celite with fresh ethanol
  4. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-141944ccc63f4873b599b9cf47ff11dc
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481540B2

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