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Synthesis of 4-substituted 2-(4-methylpiperazino)pyrimidines and quinazoline analogs as serotonin 5-HT2A receptor ligands

✍ Scribed by Jaroslaw Saczewski; Aldona Paluchowska; Jeffrey Klenc; Elizabeth Raux; Samuel Barnes; Shannon Sullivan; Beata Duszynska; Andrzej J. Bojarski; Lucjan Strekowski

Publisher
Journal of Heterocyclic Chemistry
Year
2009
Tongue
English
Weight
124 KB
Volume
46
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

magnified image The addition reaction of lithium reagents to the 4 position of 2‐chloropyrimidine or 2‐chloroquinazoline followed by oxidation of the resultant dihydro intermediate product is a powerful tool for the synthesis of 4‐substituted 2‐chloropyrimidines or 2‐chloroquinazolines. 4‐Vinyl derivatives undergo a conjugate nucleophilic addition across the vinyl group. A nucleophilic displacement of chloride in 4‐substituted 2‐chloropyrimidines or 2‐chloroquinazolines by treatment with 4‐methylpiperazine provides compounds that are antagonists of the serotonin 5‐HT~2A~ receptor. J. Heterocyclic Chem., (2009).

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