M. Ikaunieks, F. Björkling, E. Loža
Aug 19, 2015
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Chemistry of Heterocyclic Compounds
Abstract
Synthetic protocols for the preparation of 1-oxo-, 3-oxo-, and 1,3-dioxopyrrolo[3,4- c ]pyridines which contain sulfonamide groups linked to the pyrrole nitrogen atom of the pyrrolo[3,4- c ]pyridine cycle by a flexible (CH2)6 aliphatic linker were developed. 1,3-Dioxopyrrolo[3,4- c ]pyridines were obtained from 3,4-pyridinedicarboxylic acid by condensation of intermediate methyl 3-(chlorocarbonyl)isonicotinate with amines. 3-Oxopyrrolo[3,4- c ]pyridines were prepared by regioselective reduction of 1,3-dioxopyrrolo[3,4- c ]pyridines with a tin dust followed by treatment with triethylsilane. 1-Oxopyrrolo[3,4- c ]pyridines were prepared by a synthetic sequence consisting of the treatment of methyl isonicotinate with N -bromosuccinimide and the following condensation of the obtained ethyl 3-bromomethylisonicotinate with primary amines. How to Cite Ikaunieks, M.; Bjorkling, F.; Loza, E. Chem. Heterocycl. Compd. 201 5 , 51 , 658. [ Khim. Geterotsikl. Soedin. 2015 , 51 , 658.] For this article in the English edition see DOI 10.1007/s10593-015-1753-y