Two synthetic pathways for the achievement of the title compounds are reported. The key intermediate, namely 3-carboxy-4-phenyl-2(1H)-quinolinone 9, was directly cyclized into the corresponding 6-chloro-7H-indeno[2,1-c]quinolin-7-one 10 or alternatively it was esterified, reduced to the alcohol, chlorinated and cyclized into the 6-chloro-7H-indeno[2,1-c]quinoline 8. Further reaction of the chloroindenoquinoline derivatives with N-methylpiperazine afforded the piperazinyl derivatives 4a-c.

Anzini, M., Cappelli, A., Vomero, S. (1991). Synthesis of 6-(4-Methyl-1-piperazinyl)-7H-indeno[2,1-c]quinoline Derivatives as Potential 5-HT Receptor Ligands. JOURNAL OF HETEROCYCLIC CHEMISTRY, 28(7), 1809-1812 [10.1002/jhet.5570280727].

Synthesis of 6-(4-Methyl-1-piperazinyl)-7H-indeno[2,1-c]quinoline Derivatives as Potential 5-HT Receptor Ligands

Anzini, Maurizio;Cappelli, Andrea;Vomero, Salvatore
1991-01-01

Abstract

Two synthetic pathways for the achievement of the title compounds are reported. The key intermediate, namely 3-carboxy-4-phenyl-2(1H)-quinolinone 9, was directly cyclized into the corresponding 6-chloro-7H-indeno[2,1-c]quinolin-7-one 10 or alternatively it was esterified, reduced to the alcohol, chlorinated and cyclized into the 6-chloro-7H-indeno[2,1-c]quinoline 8. Further reaction of the chloroindenoquinoline derivatives with N-methylpiperazine afforded the piperazinyl derivatives 4a-c.
1991
Anzini, M., Cappelli, A., Vomero, S. (1991). Synthesis of 6-(4-Methyl-1-piperazinyl)-7H-indeno[2,1-c]quinoline Derivatives as Potential 5-HT Receptor Ligands. JOURNAL OF HETEROCYCLIC CHEMISTRY, 28(7), 1809-1812 [10.1002/jhet.5570280727].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11365/8236
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