LNP-509
Chemical Name: N-(Dicyclopropylmethyl)-2,3-dimethyl-3,4-dihydro-2H-pyrrol-5-amine hydrochloride
项目整合开发状态: Preclinical
项目研究机构: Servier (Originator), Universit?Louis Pasteur (Originator)
合成路线:The title compound was prepared by two related procedures.Treatment of cis-4,5-dimethyl-2-pyrrolidinone (I) with dimethyl sulfate gave the methoxypyrroline (II).The methoxy group of (II) was then displaced with dicyclopropylmethylamine (III) to provide the desired aminopyrroline.
📌 参考资料/链接：
参考文献标题:Aminopyrrolidine derivs.,processes for their preparation and pharmaceutical compsns.comprising them
文献作者:Renard,P.; Feldman,J.; Bousquet,P.; Bruban,V.; Schann,S.; Scalbert,E.; Pfeiffer,B.; Ehrhardt,J.-D.(ADIR et Cie.)
参考来源:EP 1101756; FR 2801051; JP 2001139545; US 6300366
📄 详细内容
合成路线:In a more convenient method,pyrrolidinone (I) was converted to the thiolactam (IV) upon treatment with Lawesson's reagent.Alkylation of (IV) with iodomethane furnished the corresponding (S)-methyl derivative (V).This was finally condensed with dicyclopropylmethylamine (III),yielding the title compound.
参考文献标题:Synthesis and biological evaluation of pyrrolinic isosteres of rilmenidine.Discovery of cis-I-trans-dicyclopropylmethyl-(4,5-dimethyl-4,5-dihydro-3H-pyrrol-2-yl)-amine (LNP 509),an I1 imidazoline receptor selective ligand with hypotensive activity
文献作者:Schann,S.; Bruban,V.; Pompermayer,K.; Feldman,J.; Pfeiffer,B.; Renard,P.; Scalbert,E.; Bousquet,P.; Ehrhardt,J.-D.
参考来源:J Med Chem 2001,44(10),1588