新产品编号:524151
Chemical Name: N-[2-[N-[5-Methoxy-1,2,3,4-tetrahydronaphthalen-2(R)-yl]-N-propylamino]ethyl]benzamide hydrochloride
CAS No. 220772-98-5 (racemate), 220772-95-2 (racemic free base)
项目整合开发状态: Preclinical
项目研究机构: AstraZeneca (Originator)
合成路线:The acylation of 5-methoxy-1,2,3,4-tetrahydronaphthalene-2-(R)-amine (I) with propionyl chloride (II) and NaOH in dichloromethane/water gives the corresponding amide (III),which is reduced with LiAlH4 in refluxing THF yielding the corresponding secondary amine (IV).The alkylation of (IV) with bromoacetonitrile (V) by means of K2CO3 in refluxing acetone affords the expected tertiary amine (VI),which is reduced with LiAlH4 in refluxing THF providing the ethylenediamine (VII).Finally,this compound is benzoylated with benzoyl chloride and NaOH in dichloromethane/water.
📌 参考资料/链接:
参考文献标题:Synthesis and pharmacology of the enantiomers of the potential atypical antipsychotic agents 5-OMe-BPAT and 5-OMe-(2,6-di-OMe)-BPAT
文献作者:Homan,E.J.; Copinga,S.; Unelius,L.; Jackson,D.M.; Wikstrom,H.V.; Grol,C.J.
参考来源:Bioorg Med Chem 1999,7(7),1263