Synthesis and Chemical Transformations of 6‐(Morpholine‐4‐sulfonyl)‐quinoline‐2,3,4‐tricarboxylic Acid |
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| Authors: | Dmitri V Kravchenko Volodymyr M Kysil Alexey P Ilyn Sergey E Tkachenko Sergey Maliarchouk Ilya M Okun |
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| Institution: | 1. Chemical Diversity Research Institute , Khimki, Moscow, Russia;2. ChemDiv, Inc. , San Diego, California, USA;3. Chemical Diversity Research Institute , Khimki, Moscow, Russia;4. ChemDiv, Inc. , San Diego, California, USA |
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| Abstract: | 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‐pyrrolo3,4‐c]quinoline scaffold with interesting pharmacological activity. |
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| Keywords: | Caspase‐3 inhibitor chemical transformation Pfitzinger reaction pyrrolo[3 4‐c]quinoline |
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