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【结 构 式】

【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
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