合成路线:The Friedel-Crafts condensation of 1-acetyl-2,3,4,5-tetrahydro-1H-1-benzazepine (I) with 3-(1-acetylpiperidin-4-yl)propionyl chloride (II) by means of AlCl3 in 1,2-dichloroethane gives 3-(1-acetylpiperidin-4-yl)-1-(1-acetyl-2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-1-propanone (III),which is deacetylated in refluxing concentrated aqueous HCl yielding 3-(piperidin-4-yl)-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-1-propanone (IV).Finally,this compound is benzylated with benzyl bromide (V) and K2CO3 in ethanol affording the final product as free base,which is then treated with fumaric acid in MeOH/CH2Cl2.
参考文献标题:Central cholinergic agents.6.Synthesis and evaluation of 3-[1-(phenylmethyl)-4-piperidinyl]-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-1-propanones and their analogs as central selective acetylcholinesterase inhibitors
文献作者:Ishihara,Y.; Hirai,K.; Miyamoto,M.; Goto,G.
参考来源:J Med Chem 1994,37(15),2292-9
合成路线:The Friedel-Crafts condensation of 1-acetyl-2,3,4,5-tetrahydro-1H-1-benzazepine (I) with 3-(1-acetylpiperidin-4-yl)propionyl chloride (II) by means of AlCl3 in 1,2-dichloroethane gives 3-(1-acetylpiperidin-4-yl)-1-(1-acetyl-2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-1-propanone (III),which is deacetylated in refluxing concentrated aqueous HCl yielding 3-(piperidin-4-yl)-1-(2,3,4,5-tetrahydro-1H-1-benzazepin-8-yl)-1-propanone (IV).Finally,this compound is benzylated with benzyl bromide (V) and K2CO3 in ethanol affording the final product as free base,which is then treated with fumaric acid in MeOH/CH2Cl2.
参考文献标题:TAK-147
文献作者:Mealy,N.; Rabasseda,X.; Castar,J.
参考来源:Drugs Fut 1995,20(3),248
产品链接: CAS No. 142852-50-4›› 产品链接: CAS No.142852-51-5››