Process for preparing pregn-20-yne compounds and novel product produced thereby
AssigneeSterling Drug Inc.
InventorRobert George Christiansen
Life of this patent
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Abstract
A process for preparing 17.beta.-hydroxysteroido[2,3-d]isoxazoles substituted at the 17.alpha.-position by an ethynyl or substituted ethynyl group comprising reacting a 17-oxosteroido[2,3-d]isoxazole with the appropriate ethynylmagnesium halide, substituted ethynylmagnesium halide, monolithium acetylide or substituted monolithium acetylide. The process affords a novel compound, 21-trifluoromethyl-17.alpha.-pregn-4-en-20-yno[2,3-d]isoxazol-17-ol, which has estrogenic activity.
Claims11
A process for preparing a 17.alpha.-(2-R-ethynyl-17.beta.-hydroxysteroido[2,3-d]isoxazole which comprises reacting a 17-oxosteroido[2,3-d]isoxadole devoid of substituents, other than the 17-oxo group, reactive with organometallic compounds, with (2-R-ethynyl)magnesium halide or (2-R-ethynyl)lithium wherein R is hydrogen, methyl or trifluoromethyl.
21-Trifluoromethyl-17.alpha.-pregn-4-en-20-yno[2,3-d]-isoxazol-17-ol.
Dependencies are inferred from the claim text.