Efficient synthesis and characterization of imidazo[1,2‐a]pyridine‐8‐carboxamide derivatives: A promising scaffold for drug development

Abstract

AbstractImidazo[1,2‐a]pyridine, a pivotal fused heterocycle with widespread applications in medicinal chemistry, serves as a foundational scaffold for numerous pharmaceutical compounds. This present approach introduces a highly efficient multi‐step synthetic methodology for imidazo[1,2‐a]pyridine‐8‐carboxamide derivatives through a condensation reaction between 2‐aminonicotinic acid and chloroacetaldehyde in an environmentally friendly ethanol solvent followed by acid‐amine coupling reaction with a substituted amine. This coupling reaction employs an HATU catalyst and DIPEA strong base and affords excellent yields (93%–97%). A total of ten derivatives have been developed and elucidated by spectral methods, including FT‐IR, 1H NMR, and mass spectrometry. In summary, this synthetic strategy possesses favorable attributes for the synthesis of imidazo[1,2‐a]pyridine‐8‐carboxamide derivatives, such as good purity, readily available starting substrates, wide substrate applicability with simple scale‐up and convenient workup procedure. These characteristics render it a promising method for advanced refinement and prospective utilization in synthesizing crucial therapeutic agents.