✍ Scribed by Jaan A. Pesti; Jill A. Downard; Mark D. Lauritsen; Goss S. Kauffman; Walter M. Bryant III; George F. Huhn; John F. Arnett; Robert E. Yule; James Segretario; Kimberly A. Nelson; Edward F. Gorko; Gary O. Page; Lisa M. Lloyd; Richard E. Olson; Christopher S. Bamum; Joseph J. Mrowca
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The methanesulfonates of ( (\alpha)-(4-chlorophenyl)- (\alpha)-[1-(2-chlorophenyl)ethenyl]-1 (H)-1,2,4-triazole-1-ethanol and (\alpha)-[1-(2-chlorophenyl)ethenyl]- (\alpha)-(2,4-difluorophenyl)-1H-1,2,4-triazole-1-ethanol (1a,b) are orally effective (\alpha) styryl carbinol derivatives developed for the treatment and prevention of systemic fungal infections. Practical new processes amenable for the large-scale production of these compounds are described. Of note is the selection of dichlorostyrene as a convenient precursor of the styryl portion, modification of a sensitive Grignard addition into a realistic preparative reaction and the use of 1,2,4-triazole simultaneously as a base transfer agent and nucleophile.
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