Adenine → 9-(3-chloropropyl)-9H-purin-6-amine

HRID 1896072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1896072
[N:1]1[C:9]([NH2:10])=[C:8]2[C:4]([N:5]=[CH:6][NH:7]2)=[N:3][CH:2]=1.Br[CH2:12][CH2:13][CH2:14][Cl:15].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[Cl:15][CH2:14][CH2:13][CH2:12][N:5]1[CH:6]=[N:7][C:8]2[C:4]1=[N:3][CH:2]=[N:1][C:9]=2[NH2:10]

Komponenten

5

Edukt 3

HCID 190AdenineHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium Carbonate

Produkt 1

HCID 2865919-(3-chloropropyl)-9H-purin-6-amineAusbeute 59 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of adenine (4.05 g, 30 mM), 1-bromo-3-chloropropane (21.3 g, 13.4 mM), and potassium carbonate (10.4 g, 75 mM) in DMF (200 mL) was stirred at room temperature under argon for 4 days, filtrated, and evaporated to dryness. The crude product was washed with water and dried. Recrystallization from ethanol gave 9-(3-chloropropyl)adenine in 59% yield.

Aufarbeitung

  1. filtrationfiltrated
  2. customevaporated to dryness
  3. washThe crude product was washed with water
  4. customdried
  5. customRecrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-e475fa1b02de4f09940ae50d54b7dd4a
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08518885B2

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