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【结 构 式】 
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【分子编号】36526 【品名】3-pyridinylmethyl 4-[(2-nitroanilino)carbonyl]benzylcarbamate 【CA登记号】 |
【 分 子 式 】C21H18N4O5 【 分 子 量 】406.39788 【元素组成】C 62.07% H 4.46% N 13.79% O 19.68% |
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：(VII)The reaction of 4-(aminomethyl)benzoic acid (I) with 3-pyridinylmethanol (II) and CDI by means of DBU and TEA in THF gives the carbamate (III), which is treated with oxalyl chloride in toluene to yield the corresponding acyl chloride (IV). Finally, the condensation of (IV) with 1,2-phenylenediamine (V) by means of imidazole in THF affords the target compound. Alternatively, the condensation of acyl chloride (IV) with 2-nitroaniline (VI) by means of pyridine gives the corresponding amide (VII), which is finally reduced with SnCl2 and ammonium acetate in methanol.
| 【1】 Suzuki, T.; Fukazawa, N.; Ando, T.; Tsuchiya, K.; Synthesis and histone deacetylase inhibitory activity of new benzamide derivatives. J Med Chem 1999, 42, 15, 3001. |
| 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) | 27823 | 4-(aminomethyl)benzoic acid | 56-91-7 | C8H9NO2 | 详情 | 详情 |
| (II) | 15798 | 3-Pyridinemethanol; 3-pyridinylmethanol | 100-55-0 | C6H7NO | 详情 | 详情 |
| (III) | 36524 | 4-([[(3-pyridinylmethoxy)carbonyl]amino]methyl)benzoic acid | C15H14N2O4 | 详情 | 详情 | |
| (IV) | 36525 | 3-pyridinylmethyl 4-(chlorocarbonyl)benzylcarbamate | C15H13ClN2O3 | 详情 | 详情 | |
| (V) | 12824 | 2-Aminophenylamine; o-Phenylenediamine; 1,2-Benzenediamine | 95-54-5 | C6H8N2 | 详情 | 详情 |
| (VI) | 11608 | o-Nitroaniline; 2-Nitroaniline; 2-Nitrophenylamine | 88-74-4 | C6H6N2O2 | 详情 | 详情 |
| (VII) | 36526 | 3-pyridinylmethyl 4-[(2-nitroanilino)carbonyl]benzylcarbamate | C21H18N4O5 | 详情 | 详情 |
Extended Information