Journal of Organic Chemistry p. 4642 - 4645 (1993)
Update date:2022-08-03
Topics:
Pierce, Michael E.
Carini, David J.
Huhn, George F.
Wells, Gregory J.
Arnett, John F.
DuP 532 (2), which is a potent angiotensin II receptor antagonist, has been prepared by two different routes.One route, which is more practical for large-scale synthesis, required the preparation of methyl 4(5)-(pentafluoroethyl)-2-propylimidazole-5(4)-carboxylate (9).This imidazole was synthesized in five steps from commercially available 11 in 32percent overall yield.Alternate perfluoroalkylation methods of the iodoimidazole precursor 14 are presented.Imidazole 9 is remarkably stable to basic conditions and is alkylated by 2-
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