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【结 构 式】 
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【分子编号】36532 【品名】methyl N-(2-chloro-3-pyridinyl)ethanimidoate 【CA登记号】 |
【 分 子 式 】C8H9ClN2O 【 分 子 量 】184.62504 【元素组成】C 52.04% H 4.91% Cl 19.2% N 15.17% O 8.67% |
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)The reaction of 3-amino-2-chloropyridine (I) with triethyl orthoacetate (II) catalyzed by TsOH gives the acetimidate (III), which is reduced to 3-(ethylamino)-2-chloropyridine (IV) by means of DIBAL in toluene. The reaction of (IV) with piperazine (V) by means of Na2CO3 by heating at 144 C affords 3-(ethylamino)-2-(1-piperazinyl)pyridine (VI), which is finally condensed with 5-methoxy-1H-indole-2-carboxylic acid (II) by means of CDI in dichloromethane and treated with CH3SO3H in methanol to provide the target mesylate.
| 【1】 Perrault, W.R.; et al.; Production scale synthesis of the non-nucleoside recverse transcriptase inhibitor atervirdine mesylate (U-87,201E). Org Process Res Dev 1997, 1, 2, 106. |
| 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) | 11160 | 2-Chloro-3-pyridinamine; 2-Chloro-3-pyridinylamine; 3-Amino-2-chloropyridine; 2-Chloro-3-aminopyridine | 6298-19-7 | C5H5ClN2 | 详情 | 详情 |
| (II) | 36531 | 1,1,1-trimethoxypropane; 1,1-dimethoxypropyl methyl ether | C6H14O3 | 详情 | 详情 | |
| (III) | 36532 | methyl N-(2-chloro-3-pyridinyl)ethanimidoate | C8H9ClN2O | 详情 | 详情 | |
| (IV) | 36533 | N-(2-chloro-3-pyridinyl)-N-ethylamine; 2-chloro-N-ethyl-3-pyridinamine | C7H9ClN2 | 详情 | 详情 | |
| (V) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
| (VI) | 36534 | N-ethyl-N-[2-(1-piperazinyl)-3-pyridinyl]amine; N-ethyl-2-(1-piperazinyl)-3-pyridinamine | C11H18N4 | 详情 | 详情 | |
| (VII) | 28885 | 5-methoxy-1H-indole-2-carboxylic acid | 4382-54-1 | C10H9NO3 | 详情 | 详情 |
Extended Information