F-10981
Chemical Name: N-[2-[1-(2H-1-Benzopyran-3-ylmethyl)piperidin-4-yl]ethyl]-N'-phenylurea
CAS No. 202002-60-6
项目整合开发状态: Preclinical
项目研究机构: Pierre Fabre (Originator)
合成路线:Condensation of 2-(1-benzyl-4-piperidinyl)ethyl amine (I) with phenyl isocyanate (II) provided the corresponding urea (III),which was debenzylated by hydrogenolysis over Pd/C to afford the secondary amine (IV).Subsequent Mannich reaction of (IV) with 4-chromanone (V) and paraformaldehyde produced the (chromanylmethyl)piperidine (VI).After ketone reduction of (IV) by means of NaBH4,the resulting alcohol (VII) was dehydrated in refluxing 6 N HCl to furnish the target chromene.
📌 参考资料/链接：
参考文献标题:Novel benzodioxanes and 1-(2H)-benzopyranes,their preparation and their use as medicine
文献作者:Vidaluc,J.-L.; Imberg,T.; Marien,M.; Briley,M.(Pierre Fabre M閐icament)
参考来源:WO 9802435
📄 详细内容
合成路线:Condensation of 2-(1-benzyl-4-piperidinyl)ethyl amine (I) with phenyl isocyanate (II) provided the corresponding urea (III),which was debenzylated by hydrogenolysis over Pd/C to afford the secondary amine (IV).Subsequent Mannich reaction of (IV) with 4-chromanone (V) and paraformaldehyde produced the (chromanylmethyl)piperidine (VI).After ketone reduction of (IV) by means of NaBH4,the resulting alcohol (VII) was dehydrated in refluxing 6 N HCl to furnish the target chromene.
参考文献标题:Modulation of the benzodioxane heterocycle in a novel series of potent alpha2 adrenoceptor antagonists
文献作者:Mayer,P.; et al.
参考来源:217th ACS Natl Meet (March 21 1999,Anaheim) 1999,Abst MEDI 112