Sulfuric Acid → Abacavir sulfate

Participants

Reaction Conditions

Reaction Steps

To a solution of N-{6-(cyclopropylamino)-9-[(1R,4S)-4-(hydroxymethyl) cyclopent-2-enyl]-9H-purin-2-yl}isobutyramide (1.0 g, 2.80 mmol) in isopropanol (10 ml) a 10% solution of NaOH (5.5 ml, 14.03 mmol) was added. The mixture was refluxed for 1 h. The resulting solution was cooled to 20-25° C. and the aqueous layer was separated. H2SO4 96% (0.07 ml, 1.22 mmol) was added dropwise to the organic layer. The mixture was concentrated to half volume and the salts were filtered off. To the obtained solution, H2SO4 96% (0.07 ml, 1.22 mmol) was added dropwise and cooled to 0-5° C. The solid was filtered off and dried under vacuum at 40° C. Abacavir hemisulfate (0.56 g, 60%) was obtained as a white powder.

Provenance & Evidence