|
【结 构 式】 
|
【分子编号】60976 【品名】2-[(dimethylamino)(3-pyridinyl)methyl]-1,3-propanediol 【CA登记号】 |
【 分 子 式 】C11H18N2O2 【 分 子 量 】210.2762 【元素组成】C 62.83% H 8.63% N 13.32% O 15.22% |
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：(V)The condensation of 3-pyridincarboxaldehyde (I) with diethyl malonate (II) by means of piperidine in refluxing benzene gives diethyl (3-pyridyl)methylenemalonate (III), which by reaction with dimethylamine (A) in ether is converted into diethyl alpha-dimethylamino-(3-pyridyl)methylmalonate (IV). The reduction of (IV) with LiAlH4 in THF affords 2-[alpha-dimethylamino-(3-pyridyl)methyl]-1,3-propanediol (V), which is finally cyclized with paraformaldehyde by means of boron trifluoride ethearate in acetonitrile. (1-3)
| 【1】 Booher, R.N. (Eli Lilly and Company); US 3905987 . |
| 【2】 Blancafort, P.; Serradell, M.N.; Castaner, J.; Doxpicomine hydrochloride. Drugs Fut 1981, 6, 9, 548. |
| 【3】 Booher, R.N.; et al.; Various 5-substituted and 2,5-disubstituted 1,3-dioxanes, a new class of analgesic agents. J Med Chem 1977, 20, 7, 885. |
| 【4】 Booher, R.N. (Eli Lilly and Company); US 3962269 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (A) | 19443 | N-methylmethanamine; N,N-dimethylamine | 124-40-3 | C2H7N | 详情 | 详情 |
| (I) | 12849 | Nicotinaldehyde; 3-Pyridinecarboxaldehyde | 500-22-1 | C6H5NO | 详情 | 详情 |
| (II) | 16829 | Diethyl malonate | 105-53-3 | C7H12O4 | 详情 | 详情 |
| (III) | 60974 | diethyl 2-(3-pyridinylmethylene)malonate | C13H15NO4 | 详情 | 详情 | |
| (IV) | 60975 | diethyl 2-[(dimethylamino)(3-pyridinyl)methyl]malonate | C15H22N2O4 | 详情 | 详情 | |
| (V) | 60976 | 2-[(dimethylamino)(3-pyridinyl)methyl]-1,3-propanediol | C11H18N2O2 | 详情 | 详情 |
Extended Information