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

页码：985 / 989

页数：5

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