Adenine → 9-(Phenylmethyl)-9H-purin-6-amine

HRID 1181195Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1181195
[N:1]1[C:9]([NH2:10])=[C:8]2[C:4]([N:5]=[CH:6][NH:7]2)=[N:3][CH:2]=1.[H-].[Na+].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>CN(C=O)C>[CH2:13]([N:5]1[CH:6]=[N:7][C:8]2[C:4]1=[N:3][CH:2]=[N:1][C:9]=2[NH2:10])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 190AdenineHCID 7498Benzyl BromideHCID 24758Sodium hydride

Produkt 1

HCID 202629-(Phenylmethyl)-9H-purin-6-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

Adenine (1 mmol) in DMF was treated with sodium hydride (1.2 mmol) followed by benzyl bromide (1.2 mmol) at room temperature under nitrogen. The resulting mixture was warmed at 100° C. for 2 h. The cooled reaction mixture was evaporated to dryness. Extraction and chromatography afforded N9-benzyladenine.

Aufarbeitung

  1. customThe cooled reaction mixture
  2. customwas evaporated to dryness
  3. extractionExtraction and chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a631dcfe8f3941e3912af92044a6d41c
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07285543B2

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