Reaktion #79760

Reaktionsgleichung

3-Tosyloxytetrahydrofuran

4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

sodium hydride

hydrogen

→

4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine

Lösungsmittel

dimethylformamide

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was warmed to 90° C
2. 2
   workup.STIRRINGThe mixture was stirred at this temperature for 2 hours
3. 3
   Sonstigeovernight
4. 4
   Sonstigeat ambient temperature
5. 5
   Extraktionthe mixture was extracted with ethyl acetate

Vorschrift

4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (5.0 g) was added to a mixture of sodium hydride (0.79 g of a 60% dispersion in mineral oil) in dimethylformamide (100 ml) with stirring under nitrogen at 0° C. The mixture was stirred until hydrogen evolution ceased. 3-Tosyloxytetrahydrofuran (4.65 g) was added at 0° C. and then the mixture was warmed to 90° C. The mixture was stirred at this temperature for 2 hours and then overnight at ambient temperature. Water (100 ml) was added cautiously and the mixture was extracted with ethyl acetate to give 4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine, m.p. 184-186° C.

Quelle