新产品编号:313745
Chemical Name: 1-(Cyclohexylmethyl)-N-(3,5-dichloro-1-oxidopyridin-4-yl)-3-methylindole-6-carboxamide
CAS No. 201285-35-0
项目整合开发状态: Preclinical
项目研究机构: Aventis Pharma (Originator)
合成路线:Methyl 3-formylindole-6-carboxylate (I) was converted to hydrazone with p-toluenesulfonylhydrazide and then reduced with NaBH3CN to the 3-methyl indole (II).Subsequent N-alkylation of (II) with chloride (III) afforded the (cyclohexylmethyl)indole (IV).Further methyl ester hydrolysis in (IV) using LiOH produced carboxylic acid (V).After activation of (V) with 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (TBTU),coupling with 3,5-dichloro-4-aminopyridine N-oxide (VI) yielded the target amide.
📌 参考资料/链接:
参考文献标题:Orally active indole N-oxide PDE4 inhibitors
文献作者:Hulme,C.; Mathew,R.; Moriarty,K.; Miller,B.; Ramanjulu,M.; Cox,P.; Souness,J.; Page,K.M.; Uhl,J.; Travis,J.; Labaudiniere,R.; Huang,F.; Djuric,S.W.
参考来源:Bioorg Med Chem Lett 1998,8(21),3053