Abstract

1-Aminomethyl-6, 7-dimethoxy-1, 2, 3, 4-tetrahydroisoquinoline, obtained by the author's improved method, was reacted with ethylene bromide and gave 9, 10-dimethoxy-1, 2, 3, 4, 6, 7-hexahydro-11bH-pyrazo[2, 1-a] isoquinoline (VI). Reductive methylation of (VI) with formaldehyde and formic acid afforded 2-methyl-9, 10-dimethoxy-1, 2, 3, 4, 6, 7-hexahydro-11bH-pyrazo[2, 1-a] isoquinoline (VII), which was also obtained by the Bischler-Napieralski reaction of 1-homoveratryl-4-methyl-2-oxopiperazine, formed by the Tafel electrolytic reduction of the corresponding 2, 6-dioxopiperazine, followed by catalytic reduction over platinum oxide catalyst. Physiological actions of the hydrochlorides of (VI) and (VII) are now being examined.

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