NE-100
N,N-二乙基-2-(4-甲氧基-3-苯乙基氧基苯基)乙胺盐酸盐Chemical Name: 4-[2-(Dipropylamino)ethyl]-2-(2-phenylethoxy)anisole hydrochloride
CAS No. 149409-57-4
项目整合开发状态: Phase II
项目研究机构: Taisho (Originator)
合成路线: Isovanillin (I) was alkylated with phenethyl bromide (II) in the presence of K2CO3 to afford phenethyl ether (III).The aldehyde function of (III) was then reduced with NaBH4,and the resulting alcohol (IV) was converted to chloride (V) by means of SOCl2 in THF-DMF.Subsequent displacement of the chlorine atom of (V) by KCN afforded nitrile (VI),which was hydrolyzed to acid (VII) with KOH in aqueous EtOH.Further conversion of (VII) to acid chloride (VIII),followed by condensation with dipropyl amine (IX) in toluene provided amide (X).Finally,reduction with LiAlH4 gave the corresponding amine,that was isolated as the hydrochloride salt.
📌 参考资料/链接:
参考文献标题:Design,synthesis,structure-activity relationship
文献作者:Nakazato,A.; Ohta,K.; Sekiguchi,Y.; Okuyama,S.; Chaki,S.; Kawashima,Y.; Hatayama,K.
参考来源:J Med Chem 1999,42(6),1076