Sulfuric Acid → 188062-50-2

Participants

Reaction Conditions

Reaction Steps

A mixture of N-{6-(cyclopropylamino)-9-[(1R,4S)-4-(hydroxymethyl)cyclopent-2-enyl]-9H-purin-2-yl}isobutyramide (10 g, 28 mmol), isopropanol (100 ml) and 10% solution of NaOH (16.8 ml, 42 mmol) was refluxed for 1 h. The resulting solution was cooled to 20-25° C. and washed several times with 25% solution of NaOH (10 ml). The wet organic layer was neutralized to pH 7.0-7.5 with 17% hydrochloric acid and it was concentrated to dryness under vacuum. The residue was taken in isopropanol (100 ml) and the salts were filtered off. To the filtrate, H2SO4 96% (0.78 ml, 14.0 mmol) was added dropwise. This mixture was cooled to 0-5° C. and the precipitated was filtered and dried under vacuum at 40° C. to afford 15.0 g (80%) of abacavir hemisulfate as a white powder.

Provenance & Evidence