Methanol → Bazedoxifene Acetate

Participants

Reaction Conditions

Reaction Steps

Crystalline bazedoxifene free base (60 g) is charged in a mixture of methanol (720 mL) and isopropyl alcohol (480 mL) and 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 (9.94 g). The reaction mixture is stirred for 15-30 minutes and subsequently seed crystals of Form D (3 g) are added and further the mixture is stirred at the same temperature for about 30 minutes. The reaction mixture is then cooled to 0-5° C. over a period of 1 hour and stirred at the same temperature for 15-30 minutes. The solid is collected by filtration and washed with pre-cooled mixture of methanol (72 mL) and isopropyl alcohol (48 mL), and dried under vacuum at about 90° C. for 5-8 hours to afford the title compound in about 87% yield.

Provenance & Evidence