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【结 构 式】 
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【分子编号】60012 【品名】5-[(3-aminopropyl)amino]-8-bromo-10-hydroxy-2-{[(2-hydroxyethyl)amino]methyl}-7-methoxy-6H-pyrazolo[4,5,1-de]acridin-6-one 【CA登记号】 |
【 分 子 式 】C21H24BrN5O4 【 分 子 量 】490.35686 【元素组成】C 51.44% H 4.93% Br 16.3% N 14.28% O 13.05% |
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：(XVII)Displacement of the benzylic bromide (XIII) with concomitant hydrolysis of the phenolic acetate with ethanolamine (XIV) gave amine (XV). A further aromatic bromide of (XV) was displaced with hot 1,3-propanediamine (XVI), yielding adduct (XVII). Hydrogenolysis of the remaining bromide of (XVII) using Pd/C furnished (XVIII). Finally, methyl ether cleavage in (XVIII) with hot HCl provided the title compound
| 【1】 Mimura, T.; Kato, N.; Sugaya, T.; Ikuta, M.; Kato, S.; Kuge, Y.; Tomioka, S.; Kasai, M.; An efficient synthesis of a new class of DNA intercalating antitumor 7,10-dihydroxy-6H-pyrazolo[4,5,1-de]acridin-6-ones. Synthesis (Stuttgart) 1999, 6, 947. |
| 【2】 Mimura, Y.; Shida, Y.; Kasai, M.; Ashizawa, T.; Gomi, K. (Kyowa Hakko Kogyo Co., Ltd.); Pyrazoloacridone derivs.. EP 0487097; JP 1993001064; US 5220026 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XIII) | 60010 | 5,8-dibromo-2-(bromomethyl)-7-methoxy-6-oxo-6H-pyrazolo[4,5,1-de]acridin-10-yl acetate | C18H11Br3N2O4 | 详情 | 详情 | |
| (XIV) | 10259 | Ethanol amine;Ethanolamine;2-Aminoethanol; 2-Amino-1-ethanol；2-Aminoethyl alcohol | 141-43-5 | C2H7NO | 详情 | 详情 |
| (XV) | 60011 | 5,8-dibromo-10-hydroxy-2-{[(2-hydroxyethyl)amino]methyl}-7-methoxy-6H-pyrazolo[4,5,1-de]acridin-6-one | C18H15Br2N3O4 | 详情 | 详情 | |
| (XVI) | 19331 | 3-aminopropylamine; 1,3-propanediamine | 109-76-2 | C3H10N2 | 详情 | 详情 |
| (XVII) | 60012 | 5-[(3-aminopropyl)amino]-8-bromo-10-hydroxy-2-{[(2-hydroxyethyl)amino]methyl}-7-methoxy-6H-pyrazolo[4,5,1-de]acridin-6-one | C21H24BrN5O4 | 详情 | 详情 | |
| (XVIII) | 60013 | 5-[(3-aminopropyl)amino]-10-hydroxy-2-{[(2-hydroxyethyl)amino]methyl}-7-methoxy-6H-pyrazolo[4,5,1-de]acridin-6-one | C21H25N5O4 | 详情 | 详情 |
Extended Information