Reaktion #6627

Reaktionsgleichung

3-trimethylsilylethynyl--4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine

tetrabutylammonium fluoride

→

3-ethynyl-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto attain room temperature
2. 2
   SonstigeThe solvent is removed under reduced pressure
3. 3
   Sonstigethe residue purified by chromatography over silica gel

Vorschrift

To a solution of 1.5 g of 3-trimethylsilylethynyl--4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine in 100 mL of anhydrous tetrahydrofuran cooled to 0° C. are added under nitrogen 4.75 mL of 1M tetrabutylammonium fluoride in anhydrous tetrahydrofuran. After 5 minutes, the reaction mixture is allowed to attain room temperature and is then stirred for 2 hours. The solvent is removed under reduced pressure and the residue purified by chromatography over silica gel to yield 3-ethynyl-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine.

Quelle