Abstract

Starting from 7-hydroxy-6-methoxy-indole (III) PDE-II (II), a new inhibitor of cyclic adenosine 3′,5′-monophosphate phosphodiesterase and the first substance which has 1,2-dihydro-3H-pyrrolo[3,2-e]indole skelton, was synthesized in eight steps. The key intermediate, 1-acetyl-5-amino-2,3-dihydro-7-hydroxy-6-methoxy-indole (VIII), carring necessary substituents was obtained from III in five steps. Coupling of the diazoniumsalt of VIII with ethyl 2-acetylpropionate followed by acid catalized cyclization and alkaline hydrolysis afforded II.

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