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Synthesis of N-Substituted 3-Amino-2-pyridones

Philippe N. Bolduc, Magnus Pfaffenbach, Vanna D. Blasczak, Steven R. Mathieu, Emily A. Peterson

2022Organic Letters10 citationsDOI

Abstract

Pyridones are versatile building blocks in organic synthesis and a privileged motif in drug discovery. However, N-substituted 2-pyridones bearing an α-tertiary carbon, cyclopropyl, or heterocycle off of the pyridone nitrogen atom remain challenging to prepare. Herein, we describe the efficient synthesis of a large variety of N-substituted 2-pyridones from ethyl nitroacetate and readily available primary amine building blocks, which can be utilized on a large scale and in parallel medicinal chemistry applications.

Topics & Concepts

Chemistry2-PyridoneCombinatorial chemistryAmine gas treatingPrimary (astronomy)Nitrogen atomOrganic synthesisDrug discoveryNitrogenOrganic chemistryRing (chemistry)CatalysisBiochemistryPhysicsAstronomySynthesis of heterocyclic compoundsSynthesis and Reactivity of HeterocyclesSynthesis and biological activity
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