Toluene → Bazedoxifene

Participants

Reaction Conditions

Reaction Steps

Bazedoxifene hydrochloride (3 Kg), dimethylformamide (30 L), triethylamine (1.2 L), and toluene (60 L) are charged in a reactor and stirred for 10-20 minutes at 25-35° C. Then two lots of water (6 L and 129 L) are sequentially added with intermittent stirring for 10-20 minutes and finally the reaction mixture is stirred for 5-6 hours at 25-35° C. The reaction mixture is then cooled to 7.5-12.5° C. and stirred at the same temperature for another 3-4 hours. The solid formed is collected by filtration, washed with water (4 L), with toluene (4 L), and dried under vacuum at about 50° C. for 8 hours to afford crystalline bazedoxifene free base Form A in about 88% yield.

Provenance & Evidence