Synthesis of 4-Substituted 2-(4-Methylpiperazino)pyrimidines and Quinazoline Analogs as Serotonin 5-HT2A Receptor Ligands

被引：81

作者：

Saczewski, Jaroslaw ^{[2
]}

Paluchowska, Aldona ^{[2
]}

Klenc, Jeffrey ^{[2
]}

Raux, Elizabeth ^{[2
]}

Barnes, Samuel ^{[2
]}

Sullivan, Shannon ^{[2
]}

Duszynska, Beata ^{[1
]}

Bojarski, Andrzej J. ^{[1
]}

Strekowski, Lucjan ^{[2
]}

机构：

[1] Polish Acad Sci, Inst Pharmacol, Dept Med Chem, PL-31343 Krakow, Poland

[2] Georgia State Univ, Dept Chem, Atlanta, GA 30302 USA

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 2009年 / 46卷 / 06期

关键词：

HELIX SPECIFIC INTERCALATORS; UNFUSED AROMATIC CATIONS; CNS AGENTS; DNA; DERIVATIVES; REAGENTS; POTENT; SUBSTITUTION; ANTAGONISTS; BINDING;

D O I：

10.1002/jhet.236

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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-HT2A receptor.

引用

页码：1259 / 1265

页数：7

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