新产品编号:1919475
Chemical Name: 2-[1-(1-Naphthylsulfonyl)-1H-indol-6-yl]octahydropyrrolo[1,2-a]pyrazine
项目整合开发状态: Biological Testing
项目研究机构: NPS Allelix (Originator)
合成路线:The reaction of 6-bromo-1H-indole (I) with Tips-Cl and NaH in DMF gives the N-silylated indole (II),which is condensed with 1,4-diazabicyclo[4,3,0]nonane (III) by means of tBu-ONa,Pd(OAc)2 and tBu3P in hot xylene to yield the corresponding adduct (IV).The desilylation of (IV) by means of TBAF in THF affords the deprotected indole (V),which is finally sulfonated with 1-naphthylsulfonyl chloride and NaHMDS in THF.
📌 参考资料/链接：
参考文献标题:Cpds.having 5-HT6 receptor antagonist activity
文献作者:Isaac,M.; Slassi,A.; Xin,T.(NPS Allelix Corp.)
参考来源:WO 0132660
📄 详细内容
合成路线:The reaction of 6-bromo-1H-indole (I) with Tips-Cl and NaH in DMF gives the N-silylated indole (II),which is condensed with 1,4-diazabicyclo[4,3,0]nonane (III) by means of tBu-ONa,Pd(OAc)2 and tBu3P in hot xylene to yield the corresponding adduct (IV).The desilylation of (IV) by means of TBAF in THF affords the deprotected indole (V),which is finally sulfonated with 1-naphthylsulfonyl chloride and NaHMDS in THF.
参考文献标题:6-Bicyclopiperazinyl-1-araylsulfonylindoles and 6-bicyclopiperidinyl-1-arylsulfonylindoles derivatives as novel,potent,and selective 5-HT6 receptor antagonists
文献作者:Isaac,M.; Slassi,A.; Xin,T.; MacLean,N.; Wilson,J.D.; McCallum,K.L.; Wang,H.; Demchyshyn,L.
参考来源:Bioorg Med Chem Lett 2000,10(15),1719