Reactions of 2-(N-Cyclohexyl)aminopyridine with Electrophiles
2-(N-Cyclohexyl)aminopyridine 1 was reported to form a 1,2-dihydropyridine derivative with carbonyl chloride.This implies that the pyridine nitrogen of 1 is a stronger nucleophile than the exocyclic nitrogen.Presently 1 is found to react with electrophiles, including carbonyl chloride, to form derivatives at the exocyclic nitrogen of 1.This is proven by relating the structures of these compounds to 2-(N-alkoxycarbonyl-N-cyclohexyl)aminopyridine 1-oxides 5.Compounds 5 were prepared by two independent routes, thus proving the structure of 5. 1H n.m.r. and 13C n.m.r. spectra also support the assigned structures.
Morkved, Eva H.
p. 401 - 406
(2007/10/02)
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