Potassium Carbonate → 2,6-dichloro-9-cyclohexyl-9H-purine

HRID 570559

Reaktionsgleichung

Reaktionsgleichung von HRID 570559
[Cl:1][C:2]1[N:10]=[C:9]2[C:5]([NH:6][CH:7]=[N:8]2)=[C:4]([Cl:11])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH:18]1(I)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1>CS(C)=O>[CH:18]1([N:8]2[CH:7]=[N:6][C:5]3[C:9]2=[N:10][C:2]([Cl:1])=[N:3][C:4]=3[Cl:11])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 12289IodocyclohexaneHCID 53244122,6-Dichloropurine

Produkt 1

HCID 203416102,6-dichloro-9-cyclohexyl-9H-purineAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

2,6-Dichloropurine (1 mmol), powdered potassium carbonate (4 mmol) and cyclohexyliodide were vigorously stirred in 5 mL DMSO overnight. After evaporation of the solvent the product was extracted (water/diethylether) and purified by column chromatography (silicagel/1% MeOH in CHCl3). Crystallization from diethylether gave product in 41% yield, mp 116-121° C.

Aufarbeitung

  1. customAfter evaporation of the solvent the product
  2. extractionwas extracted (water/diethylether)
  3. custompurified by column chromatography (silicagel/1% MeOH in CHCl3)
  4. customCrystallization from diethylether
  5. customgave product in 41% yield, mp 116-121° C.

Quellen und Nachweise

ORD-Eintrag
ord-75f174a3bf01459fb4db87c03d30f52f
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09023857B2

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