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新产品编号:2474757

Chemical Name: 3-[5-(6-Chloropyridin-3-ylcarbonyl)-1-methyl-1H-pyrrol-2-yl]-N-[2,4-dichloro-3-(2-methylquinolin-8-yloxymethyl)phenyl]-N-methylpropionamide
项目整合开发状态: Preclinical
项目研究机构: Johnson & Johnson (Originator)
合成路线:Wittig reaction of 1-methylpyrrole-2-carboxaldehyde (I) with (ethoxycarbonylmethylene)triphenylphosphorane furnishes the pyrrolylacrylate ester (II),which is subsequently hydrogenated over Pd/C to the pyrrolylpropionate (III).Friedel-Crafts acylation of pyrrole (III) with 6-chloronicotinoyl chloride (IV) gives rise to the pyrrolyl ketone (V).After alkaline hydrolysis of the ethyl ester group of (V),the resultant carboxylic acid (VI) is converted into the corresponding acid chloride (VII) employing oxalyl chloride and DMF.Finally,coupling of acid chloride (VII) with the known aniline derivative (VIII) leads to the desired amide.
📌 参考资料/链接:
参考文献标题:Synthesis and structure-activity relationships of aroylpyrrole alkylamide bradykinin (B2) antagonists
文献作者:Youngman,M.A.; Carson,J.R.; Lee,J.S.; Dax,S.L.; Zhang,S.-P.; Colburn,R.W.; Stone,D.J.; Codd,E.E.; Jetter,M.C.
参考来源:Bioorg Med Chem Lett 2003,13(7),1341