Ammonia → HCID 136352429, compound

Participants

Reaction Steps

3-Bromo-1-(2′,3′,5′-O-tribenzoyl-β-L-ribofdranosyl)pyrazolo[3,4-d]pyrimidin-4(5H)-one 24 (714 mg, 1.08 mmoles) was dissolved in MeOH saturated with NH3 at 0 C (30 mL). Thin copper wire (21 mg, 0.33 mmole) and cuprous chloride.(33 mg, 0.33 mmole) were added. The mixture in a sealed, stainless steel bomb was heated at 100 C for 16 h. After cooling, silica gel (2 g) was added to the reaction mixture and, the solvent evaporated. The silica gel absorbed with the crude product was loaded onto a silica column and eluted with 5% Et3N, 17% MeOH in CH2Cl2). The product was further purified by recrystallization (95% EtOH) to afford 3-amino-1-β-L-ribofuranosylpyrazolo[3,4-d]pyrirnidin-4(5H)-one 26 as a white needles (110 mg, 36%).

Provenance & Evidence