SRI-9643
Chemical Name: 6-(2-Chlorophenylaminomethyl)-5-methylpyrido[2,3-d]pyrimidine-2,4-diamine
项目整合开发状态: Preclinical
项目研究机构: Duquesne University (Originator), Indiana University (Originator)
合成路线:Condensation of malononitrile (I) with triethyl orthoacetate (II) in pyridine produced the intermediate (III),which was cyclized to pyridine (IV) by acidic treatment.Reductive dechlorination of (IV) by hydrogenation over Pd/BaCO3 afforded 2-aminopyridine-3,5-dicarbonitrile (V).Subsequent condensation of (V) with guanidine (VI) gave rise to the pyridopyrimidine system (VII).Finally,reductive amination of (VII) with 2-chloroaniline (VIII) by means of H2 and Raney-Ni afforded the title compound.
📌 参考资料/链接：
参考文献标题:Pneumocystis carinii Toxoplasma gondii dihydrofolate reductase inhibitors and antitumor agents: Synthesis and biological activities of 2,4-diamino-5-methyl-6-[(monosubstituted anilino)methyl]-pyrido[2,3-d]pyrimidines
文献作者:Gangjee,A.; Adair,O.; Queener,S.F.
参考来源:J Med Chem 1999,42(13),2447
📄 详细内容
合成路线:Condensation of malononitrile (I) with triethyl orthoacetate (II) in pyridine produced the intermediate (III),which was cyclized to pyridine (IV) by acidic treatment.Reductive dechlorination of (IV) by hydrogenation over Pd/BaCO3 afforded 2-aminopyridine-3,5-dicarbonitrile (V).Subsequent condensation of (V) with guanidine (VI) gave rise to the pyridopyrimidine system (VII).Finally,reductive amination of (VII) with 2-chloroaniline (VIII) by means of H2 and Raney-Ni afforded the title compound.
参考文献标题:
文献作者:Boutli,F.; Mourellou,O.; Avgoustinaki,N.; Zioga,M.; Rammnos,C.H.
参考来源:Chin Journal of Medicinal Chemistry 1995,5(2),79-85