AVP-13358
2-[4-(金刚烷-1-基甲酰氨基)苯基]-N-(2-吡啶基)-1H-苯并咪唑-5-甲酰胺Chemical Name: 2-[4-(Adamantan-1-ylcarboxamido)phenyl]-N-(2-pyridyl)-1H-benzimidazole-5-carboxamide
CAS No. 459805-03-9
项目整合开发状态: Phase I
项目研究机构: Avanir (Originator)
合成路线:The cyclization of 3,4-diaminobenzoic acid (I) with 4-nitrobenzaldehyde (II) in nitrobenzene at 160 C gives 2-(4-nitrophenyl)-1H-benzimidazole-5-carboxylic acid (III),which is condensed with 2-aminopyridine (IV) by means of CDI in DMF to yield the corresponding amide (V).The reduction of the nitro group of (V) with H2 over Pd/C in methanol affords 2-(4-aminophenyl)-N-(2-pyridinyl)-1H-benzimidazole-5-carboxamide (VI).Finally,this compound is condensed with adamantane-1-carboxylic acid (VII) to provide the target diamide.
📌 参考资料/链接:
参考文献标题:Benzimidazole cpds.for modulating IgE and inhibiting cellular proliferation
文献作者:Sircar,J.C.; Richards,M.L.; Major,M.W.(Avanir Pharmaceuticals)
参考来源:EP 1368028; WO 0272090