A New Regioselective Synthesis of 1, 2, 5-Trisubstituted 1 H-Imidazoles and Its Application to the Development of Eprosartan

…, MK Mokhallalati, JMD Fortunak…

Index: Shilcrat, Susan C.; Mokhallalati, Mohamed K.; Fortunak, Joseph M. D.; Pridgen, Lendon N. Journal of Organic Chemistry, 1997 , vol. 62, # 24 p. 8449 - 8454

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Citation Number: 62

Abstract

A new method is presented for the preparation of 1, 2-disubstitued-1 H-imidazole-5- carboxaldehydes by the reaction of N-monosubstituted amidines with 2-halo-3-alkoxy-2- propenals. The reaction is highly regioselective with ratios of 1, 2, 5: 1, 2, 4- imidazolecarboxaldehydes ranging from 85: 15 to 100: 0. This methodology could be extended with similar results to the synthesis of imidazole-5-nitriles by the reaction of 2- ...