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.

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Synthesis of a Library of 2-Alkyl-3-alkyloxy-2H-indazole-6-carboxamides. -Key step in the synthesis of a library of 200 indazoles (IV) is a heterocyclization of (I). -(MILLS, A. D.; MALONEY, P.; HASSANEIN, E.; HADDADIN, M. J.; KURTH*, M. J.; J. Comb. Chem. 9 (2007) 1, 171-177; Dep. Chem., Univ. Calif., Davis, CA 95616, USA; Eng.) -Bartels 24-111