Alkylation of 2-mercaptopyridine with 1,2-dibromoethane affords a cyclic dihydrothiazolopyridinium salt that can serve as a precursor of 2-aminopyridines. Its reaction with primary or secondary amines, either neat or in DMSO, under mild conditions gives the title compounds.
An inexpensive and safe alternative apparatus to pressurize a flash chromatography column is reported. This simple setup utilizes a blood pressure bulb to address the pressurized glassware safety concern of flash chromatography, provide a suitable method applicable in both teaching and research laboratories, and offer a water-saving alternative to widely used aspirator methods.
The 1,3-dipolar cycloaddition reaction of pyrimidinyl aldoxime derived nitrile oxides and alkynes delivers 4-(isoxazol-3-yl)pyrimidines. The procedures reported accommodate three points of diversification around this bisheterocyclic scaffold and the resulting library of compounds has been added to the National Institutes of Health repository (ca. 10 mg of each with >90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database.
Pyridine derivatives R 0380 A Mild, Catalyst-Free Synthesis of 2-Aminopyridines. -Thiazole salts such as (III) and (X) are suitable precursors for the target compounds, required as chelating ligands and synthons of pharmaceutical agents. -(POOLA, B.; CHOUNG, W.; NANTZ*, M. H.; Tetrahedron 64 (2008) 48, 10798-10801; Dep. Chem., Univ. Louisville, Louisville, KY 40292, USA; Eng.) -Lindner 12-156
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