Synthesis of heavily substituted 2-aminopyridines by displacement of a 6-methylsulfinyl group.
2-Aminopyridines, with a variety of polar 6-substituents, were elaborated by displacement of a methylsulfinyl group from the 6-position of the pyridine ring. The requisite 6-thiomethyl pyridines were synthesized by reaction of 2-(1-phenylethylidene)propanedinitriles with dimethyl N-cyanodithioiminocarbonate.
Teague
Simon J
SJ
Department of Medicinal Chemistry, AstraZeneca R&D Charnwood, Bakewell Road, Loughborough, UK. simon.teague@astrazeneca.com
D000588:Amines / Q000138:chemical synthesis; D000631:Aminopyridines / Q000138:chemical synthesis*; D002851:Chromatography, High Pressure Liquid; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D054852:Small Molecule Libraries; D013454:Sulfoxides / Q000737:chemistry
D000588:Amines; D000631:Aminopyridines; D007202:Indicators and Reagents; D054852:Small Molecule Libraries; D013454:Sulfoxides