Isopropanol → Bazedoxifene Acetate

Participants

Reaction Conditions

Reaction Steps

Crystalline bazedoxifene free base (5 g) is charged in methanol (100 mL) heated at reflux temperature to make a clear solution. The solution is filtered and cooled to 25-30° C. followed by addition of acetic acid (0.82 g). The reaction mixture is stirred for about 1 hour. In a separate flask, slurry of crystalline Form D of bazedoxifene acetate is prepared by providing seed of Form D (250 mg) in methanol (5 mL). The said seed slurry is added to the previous reaction mixture and further it is cooled to 10-15° C. in a period of 30 minutes followed by addition of isopropyl alcohol in a period of 2 hours. The reaction mixture is further cooled to 0-5° C. and maintained at same temperature for 30-45 minutes. The solid is collected by filtration and sequentially washed with isopropyl alcohol (5 mL) and methanol (5 mL), and dried under vacuum at about 90° C. to afford the title compound.

Provenance & Evidence