Synthesis and Chemical Transformations of 6-(Morpholine-4-sulfonyl)-quinoline-2,3,4-tricarboxylic Acid

Autor:	Dmitri V. Kravchenko, Volodymyr M. Kysil, Alexey P. Ilyn, Alexandre V. Ivachtchenko, Sergey E. Tkachenko, Ilya Okun, Sergey Maliarchouk
Rok vydání:	2006
Předmět:	chemistry.chemical_classification Sulfonyl Chemical transformation Primary (chemistry) Organic Chemistry Quinoline Biological activity General Medicine Tricarboxylic acid Pfitzinger reaction chemistry.chemical_compound chemistry Morpholine Organic chemistry Amine gas treating
Zdroj:	ChemInform. 37
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200635152
Popis:	The article describes an effective synthesis and chemical transformations of 6‐(morpholine‐4‐sulfonyl)‐2,3,4‐quinolinetricarboxylic acid. The key step is the Pfitzinger reaction of 3,3‐dichloro‐2‐oxo‐2,3‐dihydro‐1H‐indole with diethyl 2‐oxosuccinate. Selective 2‐decarboxylation of the tricarboxylic acid followed by reaction of the resulting anhydride with a primary amine led to the formation of the 1,3‐dioxo‐2,3‐dihydro‐1H‐pyrrolo[3,4‐c]quinoline scaffold with interesting pharmacological activity.
Databáze:	OpenAIRE
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