新产品编号:176111
Chemical Name: 4-[3-(4-Ethynylphenoxy)propyl]-1H-imidazole maleate
CAS No. 184027-09-6, 184027-08-5 (free base)
项目整合开发状态: Preclinical
项目研究机构: Bioprojet (Originator), INSERM (Originator)
合成路线:4-Iodophenol (I) was protected as the trimethylsilyl ether (II) with Me3SiCl and then coupled with (trimethylsilyl)acetylene (III) using palladium catalyst and CuI to afford the O-desilylated ethynylphenol (IV).This was condensed under Mitsunobu conditions with N-Boc-imidazolylpropanol (VI),prepared from imidazolylpropanol (V) and Boc2O,to afford ether (VII).Deprotection of the Boc group of (VII) with methanolic hydrazine at r.t.yielded a mixture of (VIII) and the fully desilylated analogue (IX),which was isolated by column chromatography and finally crystallized as the maleate salt from EtOH-Et2O.
📌 参考资料/链接:
参考文献标题:4-Alkynylphenyl imidazolylpropyl ethers as selective histamine H3-receptor antagonists with high oral central nervous system activity
文献作者:Krause,M.; Ligneau,X.; Stark,H.; Garbarg,M.; Schwartz,J.C.; Schunack,W.
参考来源:J Med Chem 1998,41(21),4171