Synthesis of a library of 2-alkyl-3-alkyloxy-2H-indazole-6-carboxamides.
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.
Mills
Aaron D
AD
Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616-5295, USA.
Maloney
Patrick
P
Hassanein
Elsayed
E
Haddadin
Makhluf J
MJ
Kurth
Mark J
MJ
D000577:Amides / Q000138:chemical synthesis*; D002853:Chromatography, Liquid; D020650:Combinatorial Chemistry Techniques / Q000379:methods; D007191:Indazoles / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D009579:Nitrobenzoates / Q000737:chemistry*
D000577:Amides; D007191:Indazoles; D009579:Nitrobenzoates; C075153:4-bromomethyl-3-nitrobenzoic acid