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【结 构 式】 
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【分子编号】29685 【品名】8-(benzyloxy)-2-methyl-3-nitrosoimidazo[1,2-a]pyrazine; benzyl 2-methyl-3-nitrosoimidazo[1,2-a]pyrazin-8-yl ether 【CA登记号】 |
【 分 子 式 】C14H12N4O2 【 分 子 量 】268.27504 【元素组成】C 62.68% H 4.51% N 20.88% O 11.93% |
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：(VI)The cyclization of 2-amino-3-chloropyrazine (I) with chloroacetone (II) by means of triethylamine at 100 C gives 8-chloro-2-methylimidazo[1,2-a]pyrazine (III), which is treated with benzyl alcohol and NaOH in DMF to yield 8-benzyloxy-2-methylimidazo[1,2-a]pyrazine (IV). The nitrosation of (V) with butyl nitrite in refluxing dioxane affords 8-benzyloxy-3-nitroso-2-methylimidazo[1,2-a]pyrazine (V), which is finally reduced with Zn in acetic acid, and treated with HCl.
| 【1】 Bristol, J.A.; Puchalski, C. (Schering Corp.); Imidazo[1,2-a]pyridines and use. EP 0068378; ES 513431; US 4450164 . |
| 【2】 Castaner, J.; Serradell, M.N.; SCH-32651. Drugs Fut 1985, 10, 6, 474. |
| 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) | 29682 | 3-chloro-2-pyrazinylamine; 3-chloro-2-pyrazinamine | C4H4ClN3 | 详情 | 详情 | |
| (II) | 15288 | 1-Chloroacetone; Chloroacetone | 78-95-5 | C3H5ClO | 详情 | 详情 |
| (III) | 29683 | 8-chloro-2-methylimidazo[1,2-a]pyrazine | C7H6ClN3 | 详情 | 详情 | |
| (IV) | 18710 | Benzyl alcohol; Phenylmethanol | 100-51-6 | C7H8O | 详情 | 详情 |
| (V) | 29684 | 8-(benzyloxy)-2-methylimidazo[1,2-a]pyrazine; benzyl 2-methylimidazo[1,2-a]pyrazin-8-yl ether | C14H13N3O | 详情 | 详情 | |
| (VI) | 29685 | 8-(benzyloxy)-2-methyl-3-nitrosoimidazo[1,2-a]pyrazine; benzyl 2-methyl-3-nitrosoimidazo[1,2-a]pyrazin-8-yl ether | C14H12N4O2 | 详情 | 详情 |
Extended Information