Purine → 9-(3-Chloropropyl)purine

HRID 51017

Reaktionsgleichung

Reaktionsgleichung von HRID 51017
[N:1]1[CH:9]=[C:8]2[C:4]([N:5]=[CH:6][NH:7]2)=[N:3][CH:2]=1.Br[CH2:11][CH2:12][CH2:13][Cl:14].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:14][CH2:13][CH2:12][CH2:11][N:5]1[CH:6]=[N:7][C:8]2[C:4]1=[N:3][CH:2]=[N:1][CH:9]=2.[Cl:14][CH2:13][CH2:12][CH2:11][N:7]1[C:8]2[C:4](=[N:3][CH:2]=[N:1][CH:9]=2)[N:5]=[CH:6]1

Komponenten

6

Edukt 3

HCID 1044PurineHCID 80061-Bromo-3-chloropropaneHCID 11430Potassium Carbonate

Produkt 2

HCID 227156719-(3-Chloropropyl)purineAusbeute 68 %HCID 22735881HCID 22735881, VerbindungAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of purine (360 mg, 3.00 mmol) and 1-bromo-3-chloropropane (1.42 g, 9.0 mmol) in DMF (10 mL) was added K2CO3 (622 mg, 4.5 mmol) at 20° C. The reaction mixture was stirred for 24 h at 20° C. and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed to give 9-(3-chloropropyl)purine (400 mg, 68%) and 7-(3-chloropropyl)purine (136 mg, 23%) as colorless oils.

Aufarbeitung

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo
  3. customthe residue was chromatographed

Quellen und Nachweise

ORD-Eintrag
ord-470d3512ab9e436aa10bae0f745433e9
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06713471B1

Verknüpfte Notizen

Wird geladen…