Sulfuric Acid → 188062-50-2

Participants

Reaction Conditions

Reaction Steps

N-{6-(cyclopropylamino)-9-[(1R,4S)-4-(hydroxymethyl)cyclopent-2-enyl]-9H-purin-2-yl}isobutyramide (5.0 g, 14.03 mmol) was slurried in a mixture of isopropanol (25 ml) and 10% solution of NaOH (27.5 ml, 70.1 mmol). The mixture was refluxed for 1 h. The resulting solution was cooled to 20-25° C. and the aqueous solution was discarded. The organic layer was concentrated to dryness. isopropanol (10 ml) was added and further concentrated to dryness two times. To this residue, isopropanol (25 ml) was added and the salts were filtered off. To the obtained solution, H2SO4 96% (0.39 ml, 7.0 mmol) was added dropwise. This mixture was cooled to 0-5° C. and the resulting slurry filtered off. The solid was dried under vacuum at 40° C. Abacavir hemisulfate (3.7 g, 79%) was obtained as a white powder.

Provenance & Evidence