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Syntheses of 2-Hydroxymethylnicotinic Acid Lactone, 2-Hydroxymethylpyridine-3-acetic Acid Lactone, and Some of their Derivatives
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1960
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Engineering2-Hydroxymethylnicotinic Acid LactoneOrganic ChemistryChemistryChemical DerivativePharmaceutical Chemistry2-Methylnicotinic AcidStereoselective SynthesisDerivativesBiochemistryNew Type 2Pharmacology2-Hydroxymethylpyridine-3-acetic Acid LactoneNatural Product SynthesisEnantioselective SynthesisBiomolecular EngineeringNatural Sciences3-Disubstituted Pyridine LactonesDerivative (Chemistry)Synthetic Chemistry
New type 2, 3-disubstituted pyridine lactones were prepared from 2-methylnicotinic acid. The lactones, 2-hydroxymethylnicotinic acid lactone and 2-hydroxymethylpyridine-3-acetic acid lactone, were reacted with various amines to form the corresponding lactams, and the lactams were reduced with lithium aluminium hydride, yielding pyrrolopyridine and 1, 7-naphthyridine derivatives which possessed a fair degree of hypotensive action.