Abstract
The reduction of pyridoindole derivative 1 by sodium borohydride in methanol gives 4,5-dihydropyridoindole 2. On treatment of 5H-pyrido[3,2-b]indolium chloride 3 with sodium cyanoborohydride in methanol in the presence of hydrogen chloride, reduction of the pyridine ring is accompanied by reduction of the CN group, resulting in the formation of tetrahydropyridoindole 4. Compound 4 reacts with DMF dimethyl acetal to yield amidine 6, and refluxing of 4 with acetic anhydride results in tetrahydropyridine ring cleavage yielding indolylacrylonitrile 9. The hydrochloride and chloride of compounds 4 and 6 were obtained
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