Reaktion #78357

Reaktionsgleichung

hydrochloric acid

2-amino-6-chloropurine

potassium carbonate

bromoacetic acid

→

2-Amino-6-chloro-9-carboxymethylpurine

Lösungsmittel

DMF

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe solution was filtered through celite
2. 2
   Sonstigeto give a clear yellow solution
3. 3
   FiltrationThe precipitate was filtered
4. 4
   Sonstigedried, in vacuo

Vorschrift

To a suspension of 2-amino-6-chloropurine (5.02 g, 29.6 mmol) and potassium carbonate (12.91 g, 93.5 mmol) in DMF (50 mL) was added bromoacetic acid (4.7 g, 22.8 mmol). The mixture was stirred vigorously for 20 h under nitrogen. Water (150 mL) was added and the solution was filtered through celite to give a clear yellow solution. The solution was acidified to a pH of 3 with 4 N hydrochloric acid. The precipitate was filtered and dried, in vacuo, over sicapent. Yield: 3.02 g (44.8%). 1H-NMR(DMSO-d6) δ: 4.88 ppm (s, 2H); 6.95 (s, 2H); 8.10 (s, 1H).

Quelle