Synthesis of 5-chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2-(4-methoxyphenyl)benzofuran as a β-amyloid aggregation inhibitor

被引：18
|
作者：
Choi, HD [1 ]
Seo, PJ
Son, BW
Kang, BW
机构：
[1] Dongeui Univ, Dept Chem, Pusan 614714, South Korea
[2] Pukyong Natl Univ, Dept Chem, Pusan 608737, South Korea
[3] Inst Biol Chem, Kiyota Ku, Sapporo, Hokkaido 0040814, Japan
来源：
ARCHIVES OF PHARMACAL RESEARCH | 2003年 / 26卷 / 12期
关键词：
5-chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2-(4-methoxyphenyl)benzofuran; beta-amyloid aggregation inhibitor; 5-chloro-2-(4-methoxyphenyl)benzofuran; omega-(methylsulfinyl)p-methoxyacetophenone; pummerer reaction conditions; 4-(3-bromopropoxy)benzoyl chloride;
D O I：
10.1007/BF02994746
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
An efficient synthesis of 5-chloro-3-[4-(3-diethylaminopropoxy) benzoyl] -2-(4-methoxyphenyl)benzofuran (8), a potent beta-amyloid aggregation inhibitor, is described. 5-Chloro-2-(4-methoxyphenyl)benzofuran (3) was obtained by the one-pot synthesis of 4-chlorophenol with omega-(methylsulfinyl)-p-methoxyacetophenone (1) under Pummerer reaction conditions, and it was followed by the desulfurization of the resultant 5-chloro-3-methylthio-2-(4-methoxyphenyl) benzofuran (2e). Acylation of benzofuran 3 with 4-(3-bromopropoxy)benzoyl chloride (6) gave the ketone 7, which was converted into compound 8 by the treatment of diethylamine.
引用
收藏
页码：985 / 989
页数：5
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