Sodium Bicarbonate → 11beta-Fluoro-3-hydroxy-7alpha-{6-[methyl-(8,8,9,9,9-pentafluorononyl)-amino]hexyl}oestra-1,3,5(10)-trien-17-one

Participants

Reaction Steps

A solution of 381 mg of 11β-fluoro-3-hydroxy-7α-[6-(methyl-amino)-hexyl]-estra-1,3,5(10)-trien-17-one in 5 ml of dimethylformamide is stirred with 200 mg of 8,8,9,9,9-pentafluorononyltosylate for 2 hours at a bath temperature of 100° C. Then, it is added to semi-saturated sodium bicarbonate solution, extracted three times with methylene chloride, dried on magnesium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with dichloromethane/methanol. 90 mg of 11β-fluoro-3-hydroxy-7α-{6-[methyl-(8,8,9,9,9-pentafluoro-nonyl)-amino]-hexyl}-estra-1,3,5(10)-trien-17-one is obtained as a foam.

Provenance & Evidence