REGIOISOMERIC N-ALKYLATION OF SOME INDAZOLES

Objective: Indazole scaffold have two interconvertible tautomeric forms. Based on our previous studies, regioisomeric N-alkylation of some indazole analogs was synthesized in this study and their structures were elucidated by 2D NMR methods. Material and Method: Regioisomers were resolved for N-benzylations and alkylation of some non-substituted and substituted indazoles, under basic conditions (K2CO3) in DMF. Result and Discussion: It was observed that, their occurrence ratios of N1 : N2 is almost equal (50%). Their structures were established by combination of 1H-1H NOE (Nuclear Overhauser Effect Spectroscopy, NOESY) and HMBC (Heteronuclear Multiple Bond Correlation) NMR methods.