【结 构 式】 |
【分子编号】31218 【品名】N-[2-[4-(2-pyrimidinyl)-1-piperazinyl]ethyl]-1-adamantanecarboxamide 【CA登记号】 |
【 分 子 式 】C21H31N5O 【 分 子 量 】369.51024 【元素组成】C 68.26% H 8.46% N 18.95% O 4.33% |
与该中间体有关的原料药合成路线共 1 条
合成路线1
该中间体在本合成路线中的序号:(III)Adamantane-1-carboxylic acid chloride (freshly prepared from the reaction of thionyl chloride (I) with the adamantane-1-carboxylic acid) was reacted with 1-(2-aminoethyl)-4-(2-pyrimidinyl)piperazine (II) in CH2Cl2 in the presence of triethylamine (TEA) to afford Wy-50,324 free base in 70% (III) yield which was converted to the hydrochloride salt using ethanolic HCl solution.
【1】 Abou-Gharbia, M.A.; et al.; Synthesis and SAR of adatanserin: Novel adamantyl aryl- and heteroarylpiperazines with dual serotonin 5-HT1A and activity as potential anxiolytic and antidepressant agents. J Med Chem 1999, 42, 25, 5077. |
【2】 Abou-Gharbia, M.A.-M.; Yardley, J.P.; Childers, W.E. Jr. (American Home Products Corp.); Aryl- and heteroaryl piperazinyl carboxamides having CNS activity. AU 8935025; EP 0343961; JP 1990015059 . |
【3】 Abou-Gharbia, M.; Moyer, J.A.; Wy-50,324. Drugs Fut 1990, 15, 11, 1093. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(I) | 31216 | 1-adamantanecarbonyl chloride | 2094-72-6 | C11H15ClO | 详情 | 详情 |
(II) | 31217 | 2-[4-(2-pyrimidinyl)-1-piperazinyl]ethylamine; 2-[4-(2-pyrimidinyl)-1-piperazinyl]-1-ethanamine | C10H17N5 | 详情 | 详情 | |
(III) | 31218 | N-[2-[4-(2-pyrimidinyl)-1-piperazinyl]ethyl]-1-adamantanecarboxamide | C21H31N5O | 详情 | 详情 |
Extended Information