Synthesis of novel pyrazole-4-carboxylates by rearrangement reaction: Experimental and theoretical characterization

In this study, alkyl pyrazole-4-carboxylate compounds (5a-d) were synthesized from the esterification reaction of pyrazole-5-carboxylic acid compound by rearrangement. Molecules 5a-d have been studied in detail both experimentally (x-ray, FT-IR and NMR) and theoretically. Optimization of the structure for all compounds, Highest Occupied Molecular Orbital (HOMO)-Lowest Unoccupied Molecular Orbital (LUMO) values and distributions and Molecular Electrostatic Potential (MEP) analyzes for only 5d (most stable energy and single crystal) were performed by DFT theory at B3LYP functional and 6–311++G(d,p) basis set. Possible crystallization of the structure (5d) from experimental crystal was carried out by Hirshfeld surface analysis. In the next step, the interactions between the 5a, 5b, 5c and 5d molecules, the proposed molecule from the similarity and the target were made by molecular docking calculations. Then, drug-likeness and ADME properties were investigated.