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【结 构 式】 
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【分子编号】47246 【品名】N-[1-methyl-2-(1-piperidinyl)ethyl]-2-pyridinamine; N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridinyl)amine 【CA登记号】 |
【 分 子 式 】C13H21N3 【 分 子 量 】219.32996 【元素组成】C 71.19% H 9.65% N 19.16% |
合成路线1
该中间体在本合成路线中的序号：(VII)The reduction of 1-(1-piperdinyl)acetone oxime (I) with LiAlH4 in ethyl ether, THF or dioxan gives 1-methyl2-(1-piperidinyl)ethylaine (II), which is acylated with propionyl chloride (III) in ether to afford propionamide (IV). The condensation of (IV) with 2-bromopyridine (V) by heating with K2CO3 and Cu (dust) provides compound (VI). Alternatively, (VI) can be obtained by heating N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridyl)amine (VII) with propionic anhydride (VIII). Finally, heating derivative (VI) with fumaric acid in acetone/EtOH allows formation of the desired compound as the corresponding fumarate salt.
| 【1】 (Almirall Prodesfarma, SA); Process for the preparation of 2-aminopyridine derivs.. ES 434325 . |
| 【2】 Hoffmeister, F.; Wirth, W.; Kroneberg, H.-G.; Hiltmann, R.; Wollweber, H. (Bayer AG); Pyridine derivs. and their preparation (-N-tertiaryl aminoalkyl-N-acyl)amino pyridines. DE 1232147; US 3163654 . |
| 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) | 47242 | 1-(1-piperidinyl)acetone oxime | C8H16N2O | 详情 | 详情 | |
| (II) | 47243 | 1-methyl-2-(1-piperidinyl)ethylamine; 1-(1-piperidinyl)-2-propanamine | C8H18N2 | 详情 | 详情 | |
| (III) | 15967 | propanoyl chloride; propionyl chloride | 79-03-8 | C3H5ClO | 详情 | 详情 |
| (IV) | 47244 | N-[1-methyl-2-(1-piperidinyl)ethyl]propanamide | C11H22N2O | 详情 | 详情 | |
| (V) | 29052 | 2-Bromopyridine；α-bromopyridine;α-bromoazine | 109-04-6 | C5H4BrN | 详情 | 详情 |
| (VI) | 47245 | N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridinyl)propanamide | C16H25N3O | 详情 | 详情 | |
| (VII) | 47246 | N-[1-methyl-2-(1-piperidinyl)ethyl]-2-pyridinamine; N-[1-methyl-2-(1-piperidinyl)ethyl]-N-(2-pyridinyl)amine | C13H21N3 | 详情 | 详情 | |
| (VIII) | 20095 | propionic anhydride | 123-62-6 | C6H10O3 | 详情 | 详情 |