NC-2100
5-(7-苄氧喹啉-3-酰甲基)噻唑烷-2,4-二酮Chemical Name: 5-(7-Benzyloxyquinolin-3-ylmethyl)thiazolidine-2,4-dione
CAS No. 179068-64-5
项目整合开发状态: Preclinical
项目研究机构: Nippon Chemiphar (Originator)
合成路线:Treatment of 3-nitro-7-hydroxyquinoline (I) with NaH and benzyl bromide (A) provides benzyloxyderivative (II),which is reduced with SnCl4 in HCl/EtOH to yield (III).Amine (III) is then converted into (IV) via the diazonium salt by treatment with NaNO2 in HCl followed by reaction with methyl acrylate (B) in presence of CuO.Cyclization of (IV) with thiourea in 2-methoxyethanol in presence of NaOAc affords imino-thiazolidinone (V),which is finally hydrolyzed with HCl and EtOH.
📌 参考资料/链接:
参考文献标题:Quinoline deriv.
文献作者:Nomura,Y.; Sakuma,S.; Masui,S.(Nippon Chemiphar Co.,Ltd.)
参考来源:EP 0787725; JP 1997100280; US 5693651; WO 9612719