Dimethylformamide → N2-Butyl-8-(methyloxy)-9-[4-(tetrahydro-2-furanyl)butyl]-9H-purine-2,6-diamine

Participants

Reaction Steps

2-(Butyloxy)-8-(methyloxy)-1H-purin-6-amine trifluoroacetate (120 mg, 0.342 mmol) was heated with potassium carbonate (189 mg, 1.366 mmol) in dry DMF (5 ml) at 60° C. for 1 hour and then cooled to room temperature. 2-(4-Bromobutyl)tetrahydrofuran (82 mg, 0.394 mmol) was added and the reaction mixture heated at 50° C. under nitrogen for 16 hours and then partitioned between water (2 ml) and DCM (5 ml). The aqueous layer was further extracted with DCM (2×5 ml) and the combined organic layers were dried by passage through a hydrophobic frit and evaporated to dryness using a nitrogen blowdown unit. The residue was dissolved in methanol (0.6 ml) and purified by mass directed autopreparation. Product containing fractions were combined and evaporated to dryness in a nitrogen blowdown apparatus to give the title compound (76 mg).

Provenance & Evidence