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新产品编号:1482843

Chemical Name: 2-[4-Bromo-2-(methoxymethyl)phenoxymethyl]-3-[2-[4-(dimethylamino)piperidin-1-yl]ethyl]benzo[b]thiophene
项目整合开发状态: Biological Testing
项目研究机构: Lilly (Originator)
合成路线:Coupling of benzothiopheneacetic acid (I) with 4-(dimethylamino)piperidine (II) employing CDI afforded the corresponding amide (III),which was reduced to amine (IV) by means of Red-Al(R).Lithiation at position 2 of (IV) upon treatment with n-BuLi in THF at -78 C,and subsequent quenching with DMF provided aldehyde (V).This was reduced to alcohol (VI) using NaBH4 in EtOH.Finally,coupling of (VI) with aryl fluoride (VII) in the presence of NaH in DMF gave rise to the target ether.
📌 参考资料/链接:
参考文献标题:Structure-activity relationships of a series of benzothiophene-derived NPY Y1 antagonists: Optimization of the C-2 side chain
文献作者:Britton,T.C.; Spinazze,P.G.; Hipskind,P.A.; Zimmerman,D.M.; Zarrinmayeh,H.; Schober,D.A.; Gehlert,D.R.; Bruns,R.F.
参考来源:Bioorg Med Chem Lett 1999,9(3),475