A green and efficient synthetic methodology towards the synthesis of 1-allyl-6-chloro-4-oxo-1,4-dihydroquinoline-3-carboxamide derivatives

Muhammad Shoaib Ali Gill, Nursyuhada Azzman, Sharifah Syed Hassan, Syed Adnan Ali Shah, Nafees Ahemad

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Abstract

Quinolone is a privileged scaffold in medicinal chemistry and 4-Quinolone-3-Carboxamides have been reported to harbor vast therapeutic potential. However, conversion of N-1 substituted 4-Quinolone 3-Carboxylate to its corresponding carbamates is highly restrictive. This motivated us to adopt a much simpler, scalable and efficient methodology for the synthesis of highly pure N-1 substituted 4- Quinolone-3-Carboxamides with excellent yields. Our adopted methodology not only provides a robust pathway for the convenient synthesis of N-1 substituted 4- Quinolone-3-Carboxamides which can then be explored for their therapeutic potential, this may also be adaptable for the derivatization of other such less reactive carboxylate species.

Original languageEnglish
Article number111
Number of pages9
JournalBMC Chemistry
Volume16
Issue number1
DOIs
Publication statusPublished - 2022

Keywords

  • 4-Quinolone
  • Carboxamide
  • Green synthesis
  • N-Alkylation
  • Scalable

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