Water → HCID 44248021, compound

Participants

Reaction Steps

2-Butoxy-8-methoxy-9H-purin-6-amine trifluoroacetate salt (0.5 g) was heated to 60° C. for 1 hour with anhydrous potassium carbonate (0.79 g) in dry DMF (10 mL) and allowed to cool to room temperature before adding 4-(bromomethyl)tetrahydro-2H-pyran (0.26 g). The reaction was stirred at room temperature for 39 hours and heated for 2 hours at 50° C. The reaction was poured into water and extracted into ethyl acetate (twice). The combined ethyl acetate extracts were dried through a hydrophobic frit, stripped to dryness and purified first by silica chromatography (ISCO) (40 g) eluting with 0-100% ethyl acetate:cyclohexane then 0-20% methanol:ethyl acetate and then by reverse phase chromatography (43 g, C-18) (ISCO) eluting 20-60% acetonitrile (0.05% formic acid): water (0.1% formic acid) to give the title compound as a white solid.

Provenance & Evidence