Abstract

N-(Adamantan-1-yl)alkyl-substituted 5-nitrosoquinolin-6-amines were synthesized for the first time by the amination of 5-nitrosoquinolin-6-ol with primary N-[(adamantan-1-yl)alkyl]amines. The resulting nitrosoquinolinamines were reduced with hydrazine hydrate over Pd/C to N6-[(adamantan-1-yl)alkyl]quinoline-5,6-diamines. The latter were heated in formic acid to obtain previously unknown 3-[(adamantan-1-yl)alkyl]-3H-imidazo[4,5-f]quinolines.

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