9-(3-Azidopropyl)adenine → 9h-Purine-9-propanamine, 6-amino-

HRID 1896074Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1896074
[N:1]([CH2:4][CH2:5][CH2:6][N:7]1[CH:15]=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][C:12]=2[NH2:16])=[N+]=[N-].[H][H]>[Pd].CO>[NH2:1][CH2:4][CH2:5][CH2:6][N:7]1[CH:15]=[N:14][C:13]2[C:8]1=[N:9][CH:10]=[N:11][C:12]=2[NH2:16]

Komponenten

5

Edukt 2

HCID 120978459-(3-Azidopropyl)adenineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 2864729h-Purine-9-propanamine, 6-amino-Ausbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A mixture of 9-(3-azidopropyl)adenine (0.5 g, 2.3 mM) and 5% palladium on carbon (0.5 g) in methanol was reacted with hydrogen gas at room temperature for 22 hours. The catalyst was removed by filtration, the solvent removed to give 9-(3-aminopropyl)adenine as a white solid in 76% yield. 1H NMR (DMSO-d6): δ=1.80 (m, 2H, CH2), 2.45 (m, 2H, CH2), 3.35 (S, 2H, NH2), 4.20 (m, 2H, CH2), 7.20 (s, 2H, NH2), 8.10 (s, 2H, CH). MS (ED+): 193.0.

Aufarbeitung

  1. customThe catalyst was removed by filtration
  2. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-795816be2aa44ce08860e2f6eaf88204
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518885B2

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