Efficient Regioselective Synthesis of 6-Amino-5-benzoyl-1-Substituted 2(1H)-Pyridinones was written by Schirok, Hartmut;Alonso-Alija, Cristina;Benet-Buchholz, Jordi;Goeller, Andreas H.;Grosser, Rolf;Michels, Martin;Paulsen, Holger. And the article was included in Journal of Organic Chemistry in 2005.Name: 3-Amino-2,6-dimethoxypyridine This article mentions the following:
A regioselective and efficient approach toward 6-amino-5-benzoyl-1-substituted 2(1H)-pyridinones, e.g., I, by reaction of acyclic ketene aminals with propiolic acid ester was developed. The effect of the solvent and temperature on the regioselectivity of the reaction and the compatibility of the target compounds to functional group manipulations was examined Substrates with an ortho substituent build atropisomers due to the restricted rotation around the C-N bond. The enantiomers were separated, and the barrier of rotation was determined exptl. Quantum chem. calculations allowed a ranking of the barrier heights, and a mechanism of rotation by deformation of the central pyridinone moiety is proposed. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3Name: 3-Amino-2,6-dimethoxypyridine).
3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Name: 3-Amino-2,6-dimethoxypyridine