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【结 构 式】 
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【分子编号】39734 【品名】2-(4-oxo-4,5-dihydro-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-ylidene)acetic acid 【CA登记号】 |
【 分 子 式 】C15H9N3O3 【 分 子 量 】279.25488 【元素组成】C 64.52% H 3.25% N 15.05% O 17.19% |
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：(XII)In a related procedure, tetracyclic compound (IV) was first condensed with glyoxylic acid (VIII) giving hydroxyacid (XI), which was dehydrated to (XII) with ZnCl2 and Ac2O. Subsequent nitration of (XII) with KNO3 and H2SO4 afforded nitro derivative (XIII). Reduction of (XIII) with simultaneous esterification using iron and HCl in MeOH gave rise to amino ester (XIV). Urea (XV) was then obtained by condensation of (XIV) with methyl isocyanate. Finally, saponification of the ester group provided the title carboxylic acid.
| 【1】 Boireau, A.; Bohme, G.A.; Mignani, S.; et al.; 8-Methylureido-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazines: Highly potent in vivo AMPA antagonists. Bioorg Med Chem Lett 2000, 10, 6, 591. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 39726 | 5,10-dihydro-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-4-one | C13H9N3O | 详情 | 详情 | |
| (VIII) | 39730 | 2,2-dihydroxyacetic acid | C2H4O4 | 详情 | 详情 | |
| (XI) | 39733 | 2-hydroxy-2-(4-oxo-5,10-dihydro-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)acetic acid | C15H11N3O4 | 详情 | 详情 | |
| (XII) | 39734 | 2-(4-oxo-4,5-dihydro-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-ylidene)acetic acid | C15H9N3O3 | 详情 | 详情 | |
| (XIII) | 39735 | 2-(8-nitro-4-oxo-4,5-dihydro-10H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-ylidene)acetic acid | C15H8N4O5 | 详情 | 详情 | |
| (XIV) | 39736 | methyl 2-(8-amino-4-oxo-5,10-dihydro-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)acetate | C16H14N4O3 | 详情 | 详情 | |
| (XV) | 39737 | methyl 2-(8-[[(methylamino)carbonyl]amino]-4-oxo-5,10-dihydro-4H-imidazo[1,2-a]indeno[1,2-e]pyrazin-10-yl)acetate | C18H17N5O4 | 详情 | 详情 |
Extended Information