301666-68-2Relevant articles and documents
The synthesis of some sulfonamides based on 2,3-dihydro-1H-pyrrolo[3,4-c]pyridine
Ikaunieks, Martins,Bj?rkling, Fredrik,Loza, Einars
, p. 658 - 663 (2015)
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.
Preparation of some Thiopyranopyridine Derivatives
Clarke, Kenneth,Goulding, John,Scrowston, Richard M.
, p. 1501 - 1505 (2007/10/02)
In the first systematic study of thiopyranopyridines in which the sulphur atom is separated from the pyridine ring by one carbon atom, the four isomeric enol esters, ethyl 5-hydroxy-8H-thiopyranopyridine-6-carboxylate (4b), ethyl 8-hydroxy-5H-thiopyranopyridine-7-carboxylate (5b), and ethyl 4-hydroxy-1H-thiopyrano- and pyridine-3-carboxylate (6b) and (7b), have been synthesised.Improved methods for the preparation of their pyridine precursors are described.With phenylhydrazine, the enol esters (4b) - (7b) give condensed pyrazole derivatives (15) - (18), which have dipolar structures; with hot mineral acid they undergo decarboxylative hydrolysis, to give the corresponding oxothiopyranopyridines (4a) - (7a).
