Metabolites of cibenzoline: synthesis of hydroxylated 1, 1-diphenyl-2-imidazolylcyclopropanes and 5, 5-diphenyl-2H-pyrrolo [1, 2-a] imidazolines

…, JW Clader, M Wirkus, JF Blount

Index: Tilley, Jefferson W.; Clader, John W.; Wirkus, Maria; Blount, John F. Journal of Organic Chemistry, 1985 , vol. 50, # 13 p. 2220 - 2224

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Citation Number: 16

Abstract

The (hydroxyphenyl) pyrrolo [1, 2-a] imidazolines 7a and 7b, which are of interest as oxidative metabolites of the antiarrhythmic agent cibenzoline (1)) were synthesized by the base-catalyzed rearrangement of the cyclopropylphenols derived from benzyl ethers 6a and 6b, respectively. The unsubstituted diphenylpyrrolo [1, 2-a]-imidazoline 18 was prepared by treatment of the pyrrolidone imidate 17 with bromoethylamine.