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Paper | Regular issue | Vol 41, No. 12, 1995, pp.2769-2776
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7221
Synthesis of N-Substituted 3-Aminomethyl-2,3-dihydrofuro[2,3-c]pyridines, Potent Serotoninergic Ligands

Benoît Joseph, Abdelhakim Benarab, and Gérald Guillaumet*

*Laboratoire de Chimie Bioorganique et Analytique associé au CNRS, Université d'Orléans, BP 6759, 45067 Orléans Cedex 2, France


Regioselective lithiation of 2-chloro-3-oxiranylmethoxypyridine, followed by intramolecular epoxide ring-opening reaction provided (7-chloro-2,3-dihydrofuro[2,3-c]pyridin-3-yl)methanol (1). Multistep synthesis from 1 gave a variety of N-substituted 3-aminomethyl-2,3-dihydrofuro[2,3-c]pyridines as potent serotoninergic ligands.