title: Synthesis of 5-chloro-3-[4-(3-diethylaminopropoxy)benzoyl]-2-(4-methoxyphenyl)benzofuran as a beta-amyloid aggregation inhibitor.
abstract: 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.
authors.affiliation: Department of Chemistry, Dongeui University, Busan 614-714, Korea. hdchoi@dongeui.ac.kr
authors.forename: Hong-Dae
authors.initials: HD
authors.lastname: Choi
authors.forename: Pil-Ja
authors.initials: PJ
authors.lastname: Seo
authors.forename: Byeng-Wha
authors.initials: BW
authors.lastname: Son
authors.forename: Byoung-Won
authors.initials: BW
authors.lastname: Kang
mesh_terms: D016229:Amyloid beta-Peptides / Q000037:antagonists & inhibitors* / Q000378:metabolism*; D001572:Benzofurans / Q000138:chemical synthesis*; D013329:Structure-Activity Relationship
chemical_list: D016229:Amyloid beta-Peptides; D001572:Benzofurans; C105430:benzofuran