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【结 构 式】 
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【分子编号】68973 【品名】methyl 2-(1-allyl-7-bromo-1H-indol-3-yl)-2-oxoacetate 【CA登记号】 |
【 分 子 式 】C14H12BrNO3 【 分 子 量 】322.158 【元素组成】C 52.20% H 3.75% Br 24.80% N 4.35% O 14.90% |
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：(XXVII)The allyl-indole intermediate (XII) is obtained by acylation of 1-allyl-7-bromoindole (XXVI) with (COCl)2 in CH2Cl2, followed by treatment with NaOMe to afford the oxoester (XXVII), which upon cyclocondensation with (3-indolyl)acetamide (XXV) in the presence of t-BuOK in THF furnishes the pyrrole-2,5-dione derivative (XXVIII). Finally, the maleimide derivative (XXVIII) is reduced by means of Mg in refluxing MeOH .
| 【1】 Li, C.J., Ashwell, M.A., Hill, J., Moussa, M.M., Munshi, N. (ArQule, Inc.). Maleimide derivatives, pharmaceutical compositions and methods for treatment of cancer. CN 10194970, EP 1846406, EP 2289892, JP 2008530026, US 2006223760, US 7713969, WO 2006086484. |
| 【2】 Chan, T.C.K., France, D.S., Ishii, K. (ArQule, Inc.; Kyowa Hakko Kirin Co., Ltd.). Combinational compositions and methods for treatment of cancer. KR 2011118817, US 2010297075, WO 2010093789. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XII) | 68962 | (±)-trans-(3R,4R)-3-(1-allyl-7-bromo-1H-indol-3-yl)-4-(1H-indol-3-yl)pyrrolidine-2,5-dione | C23H18BrN3O2 | 详情 | 详情 | |
| (XXV) | 48682 | Indole-3-acetamide;3-Indoleacetamide;2-(1H-indol-3-yl) | 879-37-8 | C10H10N2O | 详情 | 详情 |
| (XXVI) | 68972 | 1-allyl-7-bromoindole;1-allyl-7-bromo-1H-indole | C11H10BrN | 详情 | 详情 | |
| (XXVII) | 68973 | methyl 2-(1-allyl-7-bromo-1H-indol-3-yl)-2-oxoacetate | C14H12BrNO3 | 详情 | 详情 | |
| (XXVIII) | 68974 | 3-(1-allyl-7-bromo-1H-indol-3-yl)-4-(1H-indol-3-yl)-1H-pyrrole-2,5-dione | C23H16BrN3O2 | 详情 | 详情 |
Extended Information