301666-68-2Relevant academic research and scientific papers
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.
NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS AND BENAMIDE COMPOUNDS AND DRUGS CONTAINING THE SAME
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Example 104, (2010/01/31)
Disclosed are compounds represented by formula (I) which have triglyceride biosynthesis inhibitory activity in the liver and inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein from the liver and particularly have excellent inhibitory activity against the secretion of apolipoprotein B-containing lipoprotein, are free from side effect of accumulation of lipids in the liver, and are useful for the treatment and prevention of hyperlipidemia and arteriosclerotic diseases. In formula (I), R1 and R2 represent alkyl, alkoxy, cycloalkyl, phenyl, alkenyl, alkynyl, or a five- or six-membered saturated or unsaturated heterocyclic ring, or R1 and R2, together with a nitrogen atom to which R1 and R2 are attached, may form a ring; R3 and R4 represent a hydrogen atom, alkyl, a halogen atom, hydroxyl, nitrile, alkoxycarbonyl, alkoxy, or carboxyl; or R2 and R3 may be attached to each other to form -(CH2)m-, -N=CH-, -CH=N-, or -(C1-6 alkyl)C=N-; A, D, E, and G each represent a carbon atom, or any one of A, D, E, and G represents a nitrogen atom with the other three each representing a carbon atom; Q represents a nitrogen atom or a carbon atom; Y represents a group represented by formula (II) wherein X represents a hydrogen atom, group -C(=O)N(R5)R6 or group -C(=O)OR7, R8 is absent or represents a bond, an oxygen atom, a sulfur atom, -SO2-, -SO-, -CH2-CH2-, or - CH=CH-, and R9 and R10 represent a hydrogen atom, alkyl, alkoxy, a halogen atom, or hydroxyl; and Z represents - (CH2)n-, -O-(CH2)i-, or -C(=O)NH-(CH2)i-.
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).
