Toluene → Bazedoxifene

Participants

Reaction Conditions

Reaction Steps

Bazedoxifene hydrochloride (10 g) and dimethylformamide (100 mL) are charged into a round bottomed flask, heated to about 70-75° C. and stirred for clear solution. The reaction mixture is cooled to 25-35° C. followed by addition of triethylamine (4 mL), toluene (200 mL) and water (450 mL) and subsequently the mixture is stirred at room temperature for 5-6 hours. The reaction mixture is cooled to 7.5-12.5° C. and stirred at same temperature for 3-4 hours. The solid formed is collected by filtration, washed with water (20 mL), toluene (20 mL) and dried under vacuum below 50° C. to afford crystalline bazedoxifene free base Form A of 99.74% HPLC purity.

Provenance & Evidence