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SYNTHESIS, HYDROLYSIS, AND REDUCTIVE CYCLIZATION OF ETHYL 5-CHLORO-4-(4-NITROPYRROLIDIN-3-YL)PYRROLE-3-CARBOXYLATES

Алина Н. Грозав, Сергей B. Кемский, Марьяна З. Федорив, Виталий A. Чорноус, Алина А. Паламар, Виктор И. Дорохов, Эдуард Б. Русанов, Михаил B. Вовк
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Abstract


Ethyl 5-chloro-4-(2-nitroethenyl)pyrrole-3-carboxylates, obtained by the condensation of ethyl 5-chloro-4-formylpyrrole-3-carboxylates with nitromethane, react with N-methylazomethine ylide with the formation of ethyl 5-chloro-4-(4-nitropyrrolidin-3-yl)pyrrole-3-carboxylates. Their hydrolysis yielded the corresponding acids, while reductive cyclization led to the synthesis of hexahydrodipyrrolo-[3,4-b:3',4'-d]pyridin-5(1Н)-one via intermediate ethyl 4-(4-aminopyrrolidin-3-yl)-5-chloropyrrole-3-carboxylate derivatives.

Keywords


4-(4-aminopyrrolidin-3-yl)-5-chloropyrrole-3-carboxylates; ethyl 5-chloro-4-(2-nitroethenyl)pyrrole-3-carboxylates; hexahydrodipyrrolo[3,4-b:3',4'-d]pyridin-5(1H)-ones; N-methylazomethine ylide; cyclocondensation; hydrolysis.

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