新产品编号:693425
Chemical Name: 4-[2-[2-[3-(Biphenyl-4-yl)-5-methyl-4H-1,2,4-triazol-4-yl]phenoxy]ethyl]morpholine
CAS No. 258878-68-1
项目整合开发状态: Biological Testing
项目研究机构: Yamanouchi (Originator)
合成路线:The reaction of 2-(benzyloxy)aniline (I) with acetic anhydride and pyridine gives the acetanilide (II),which is treated with P2S5 in hot toluene to yield the thioacetamide (III).The reaction of (III) with methyl iodide and K2CO3 in hot acetonitrile affords the methylated thioimidate (IV),which is cyclized with biphenyl-4-carbohydrazide (V) in hot DMF to provide 4-(2-benzyloxyphenyl)-3-(4-biphenylyl)-5-methyl-4H-1,2,4-triazole (VI).The hydrogenation of (VI) with H2 over Pd/C in methanol gives the corresponding phenol (VII),which is finally alkylated by means of 4-(2-chloroethyl)morpholine (VIII) and NaH in hot DMF to yield the target triazole.(1,2)
📌 参考资料/链接：
参考文献标题:Novel triazole derivs.
文献作者:Suzuki,T.; Murakami,T.; Tobe,T.; Tahara,A.(Yamanouchi Pharmaceutical Co.,Ltd.)
参考来源:WO 0158880
📄 详细内容
合成路线:The reaction of 2-(benzyloxy)aniline (I) with acetic anhydride and pyridine gives the acetanilide (II),which is treated with P2S5 in hot toluene to yield the thioacetamide (III).The reaction of (III) with methyl iodide and K2CO3 in hot acetonitrile affords the methylated thioimidate (IV),which is cyclized with biphenyl-4-carbohydrazide (V) in hot DMF to provide 4-(2-benzyloxyphenyl)-3-(4-biphenylyl)-5-methyl-4H-1,2,4-triazole (VI).The hydrogenation of (VI) with H2 over Pd/C in methanol gives the corresponding phenol (VII),which is finally alkylated by means of 4-(2-chloroethyl)morpholine (VIII) and NaH in hot DMF to yield the target triazole.(1,2)
参考文献标题:Discovery of 4,5-diphenyl-1,2,4-triazole derivatives as a novel class of selective antagonists for the human V1A receptor
文献作者:Kakefuda,A.; Suzuki,T.; Tobe,T.; Tahara,A.; Sakamoto,S.; Tsukamoto,S.-I.
参考来源:Bioorg Med Chem 2002,10(6),1905