Sulfuric Acid → Atazanavir Sulfate

Participants

Reaction Steps

To a 20 mL sample vial equipped with a magnetic stir was charged atazanavir base (1.0 g) and a mixture of 99.5% EtOH/EtOAc (1/1, 7.5 mL, 7.5 vol) followed by concentrated sulfuric acid (0.085 mL, 1.1 equiv) at 20-30° C. The resulting clear amber solution was stirred at 20-30° C. for 4 hr. The product was filtered, washed with a mixture of EtOH/EA (1:1, 2 mL, 2 vol), and dried under vacuum at 40-50° C. for 16 hr to afford atazanavir sulfate in Form A (0.61 g, 55% yield, 99.9% HPLC purity).

Provenance & Evidence