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新产品编号:1509737

Chemical Name: 1-(2-Bromo-4-isopropylphenyl)-5-ethyl-3-methyl-4-(1-methylbutyl)-1,4-dihydroimidazo[4,5-c]pyrazole
项目整合开发状态: Preclinical
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:The cyclization of 2-bromo-4-isopropylphenylhydrazine (I) with 2-amino-2-propenenitrile (II) in refluxing 1N HCl gives 1-(2-bromo-4-isopropylphenyl)-3-methyl-1H-pyrrole-5-amine (III),which is acylated with propionic anhydride yielding the propionamide (IV).The reduction of (IV) with the complex borane/THF in THF affords the secondary amine (V),which is nitrosated with isoamyl nitrite in ethanol to give the nitroso compound (VI).The cyclization of (VI) in refluxing pyridine yields the imidazo[4,5-c]pyrrole (VII),which is finally alkylated with 2-bromopentane by means of sodium bis(trimethylsilyl)amide in hot DMF.
📌 参考资料/链接:
参考文献标题:Nitrogen substd.imidazo[4,5-c]pyrazoles as corticotropin relesing hormone antagonists
文献作者:Beck,J.P.; Gilligan,P.J.(DuPont Pharmaceuticals Co.)
参考来源:EP 0937081; WO 9910350