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
收藏
页码：1259 / 1265
页数：7
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