Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides

Aaron D. Mills, Patrick Maloney, Elsayed Hassanein, Makhluf J. Haddadin, Mark J. Kurth

Research output: Contribution to journalArticle

22 Citations (Scopus)

Abstract

A library of 200 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides was synthesized using parallel solution-phase methods. The indazole cyclization reaction was optimized for library production with the best yields resulting from controlled alcohol/water solvent ratios. The key step, a heterocyclization reaction, proceeds by N,N-bond formation and delivers the 2H-indazole scaffold. Automated preparative HPLC was utilized to provide pure compounds on a 10+ mg scale.

Original languageEnglish (US)
Pages (from-to)171-177
Number of pages7
JournalJournal of Combinatorial Chemistry
Volume9
Issue number1
DOIs
StatePublished - Jan 2007

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Indazoles
Libraries
Synthesis
Scaffold
High-performance Liquid Chromatography
Alcohol
Cyclization
Water
Scaffolds
High Pressure Liquid Chromatography
Alcohols

ASJC Scopus subject areas

  • Drug Discovery
  • Organic Chemistry
  • Chemistry(all)
  • Discrete Mathematics and Combinatorics

Cite this

Mills, A. D., Maloney, P., Hassanein, E., Haddadin, M. J., & Kurth, M. J. (2007). Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides. Journal of Combinatorial Chemistry, 9(1), 171-177. https://doi.org/10.1021/cc060109o

Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides. / Mills, Aaron D.; Maloney, Patrick; Hassanein, Elsayed; Haddadin, Makhluf J.; Kurth, Mark J.

In: Journal of Combinatorial Chemistry, Vol. 9, No. 1, 01.2007, p. 171-177.

Research output: Contribution to journalArticle

Mills, AD, Maloney, P, Hassanein, E, Haddadin, MJ & Kurth, MJ 2007, 'Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides', Journal of Combinatorial Chemistry, vol. 9, no. 1, pp. 171-177. https://doi.org/10.1021/cc060109o
Mills, Aaron D. ; Maloney, Patrick ; Hassanein, Elsayed ; Haddadin, Makhluf J. ; Kurth, Mark J. / Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides. In: Journal of Combinatorial Chemistry. 2007 ; Vol. 9, No. 1. pp. 171-177.
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