|
【结 构 式】 
|
【分子编号】24890 【品名】ethyl 2-cyano-2-(4-cyano-1-methyl-4-piperidinyl)acetate 【CA登记号】 |
【 分 子 式 】C12H17N3O2 【 分 子 量 】235.286 【元素组成】C 61.26% H 7.28% N 17.86% O 13.6% |
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：(IV)The condensation of 1-methyl-4-piperidone (I) with ethyl cyanoacetate (II) in refluxing acetic acid gives ethyl (1-methyl-4-piperidylidene)cyanoacetate (III), which by reaction with KCN in ethanol is converted to ethyl (1-methyl-4-cyano-4-piperidyl)cyanoacetate (IV). The decarboxylative hydrolysis of (IV) with refluxing aqueous HCl affords (1-methyl-4-carboxy-4-piperidyl)acetic acid (V), which is esterified with ethanol - HCl to its diethyl ester (VI). Finally, this compound is treated with ethylamine at 200 C.
| 【1】 Bruschweiler, C.; Schereier, E.; Sues, R.; Winkler, H.; Improvements in or relating to Spiropiperidyl-Succinimide Derivatives. CH 411895; CH 449628; GB 1041015 . |
| 【2】 Ghose, K.; RS-86. Drugs Fut 1986, 11, 4, 276. |
| 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) | 10919 | 1-Methyl-4-piperidone; 1-Methyltetrahydro-4(1H)-pyridinone; N-Methyl-4-piperidone;1-methylpiperidin-4-one | 1445-73-4 | C6H11NO | 详情 | 详情 |
| (II) | 11877 | Cyanoacetic acid ethyl ester; Ethyl 2-cyanoacetate; Ethyl cyanoacetate; Ethyl isocyanacetate | 105-56-6 | C5H7NO2 | 详情 | 详情 |
| (III) | 24889 | ethyl 2-cyano-2-(1-methyl-4-piperidinylidene)acetate | C11H16N2O2 | 详情 | 详情 | |
| (IV) | 24890 | ethyl 2-cyano-2-(4-cyano-1-methyl-4-piperidinyl)acetate | C12H17N3O2 | 详情 | 详情 | |
| (V) | 24891 | 4-(carboxymethyl)-1-methyl-4-piperidinecarboxylic acid | C9H15NO4 | 详情 | 详情 | |
| (VI) | 24892 | ethyl 4-(2-ethoxy-2-oxoethyl)-1-methyl-4-piperidinecarboxylate | C13H23NO4 | 详情 | 详情 |
Extended Information