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Synthesis of 6‐(4‐methyl‐1‐piperazinyl)‐7 H ‐indeno[2,1‐ c ]‐quinoline derivatives as potential 5‐HT receptor ligands
Author(s) -
Anzini M.,
Cappelli A.,
Vomero S.
Publication year - 1991
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570280727
Subject(s) - chemistry , quinoline , alcohol , stereochemistry , medicinal chemistry , organic chemistry
Two synthetic pathways for the achievement of the title compounds are reported. The key intermediate, namely 3‐carboxy‐4‐phenyl‐2(1 H )‐quinolinone 9 , was directly cyclized into the corresponding 6‐chloro‐7 H ‐indeno[2,1‐ c ]quinolin‐7‐one 10 or alternatively it was esterified, reduced to the alcohol, chlorinated and cyclized into the 6‐chloro‐7 H ‐indeno[2,1‐ c ]quinoline 8 . Further reaction of the chloroindenoquinoline derivatives with N ‐methylpiperazine afforded the piperazinyl derivatives 4a‐c .

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