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【结 构 式】

【分子编号】30878

【品名】5-(acryloylamino)-1H-imidazole-4-carboxamide

【CA登记号】

【 分 子 式 】C7H8N4O2

【 分 子 量 】180.16628

【元素组成】C 46.67% H 4.48% N 31.1% O 17.76%

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 5-amino-1H-imidazole-4-carboxamide (I) with acryloyl chloride (II) by means of Et3N or K2CO3 in acetonitrile gives the intermediate, not isolated compound (III), which cyclizes to the imidazopyrimidine (IV). Finally, this compound is treated with Lawesson's reagent in dioxane or xylene.

1 Saaki, T.; Mizuno, Y.; Nagata, N.; Ikeda, K.; Tanaka, M.; Matsumoto, H.; Takayanagi, H.; Synthesis of 2,8-disubstituted imidazo[1,5-a]pyrimidines with potent antitumor activity. J Med Chem 1999, 42, 9, 1661.
2 Mizuno, Y.; Matsumoto, K.; Nagata, N. (Minophagen Pharmaceutical Co., Ltd.); Novel imidazo[1,5-a]pyrimidine derivs. and their preparation. JP 1999092478 .
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) 11015 5-Amino-1H-imidazole-4-carboxamide 360-97-4 C4H6N4O 详情 详情
(II) 11577 Acryloyl chloride; Acrylyl chloride;2-Propenoyl chloride 814-68-6 C3H3ClO 详情 详情
(III) 30878 5-(acryloylamino)-1H-imidazole-4-carboxamide C7H8N4O2 详情 详情
(IV) 30879 2-oxo-1,2,3,4-tetrahydroimidazo[1,5-a]pyrimidine-8-carboxamide C7H8N4O2 详情 详情
Extended Information