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【结 构 式】 
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【分子编号】57419 【品名】3-Nitro-4-chlorophenol; 4-Chloro-3-nitrophenol 【CA登记号】610-78-6 |
【 分 子 式 】C6H4ClNO3 【 分 子 量 】173.5554 【元素组成】C 41.52% H 2.32% Cl 20.43% N 8.07% O 27.66% |
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：(I)The reaction of 4-chloro-3-nitrophenol (I) with ethyl iodide and K2CO3 in hot acetone gives the aryl ether (II), which is condensed with 4-benzyloxyphenol (III) by means of t-BuOK in DMF at 150 C to yield the adduct (IV). The reductive debenzylation of (IV), with simultaneous reduction of the nitro group by means of H2 over Pd/C in THF/ethanol affords 5-ethoxy-2-(4-hydroxyphenoxy)aniline (V), which is finally condensed with 2,5-difluorobenzyl bromide (VI) by means of tBu-OK in DMF to provide the target aniline.
| 【1】 Tomisawa, K.; Taguchi, M.; Nakanishi, M.; Ota, T.; Aibe, I. (Taisho Pharmaceutical Co., Ltd.); 2-Phenoxyaniline derivs.. EP 1031556; JP 1999193263; US 6162832; WO 9920598 . |
| 【2】 Taguchi, M.; Ohta, T.; Nakanishi, M.; Tomizawa, K.; Soube, I. (Taisho Pharmaceutical Co., Ltd.); Na+/Ca2+ exchange inhibitors. JP 2000355537 . |
| 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) | 57419 | 3-Nitro-4-chlorophenol; 4-Chloro-3-nitrophenol | 610-78-6 | C6H4ClNO3 | 详情 | 详情 |
| (II) | 57420 | 4-chloro-3-nitrophenyl ethyl ether; 1-chloro-4-ethoxy-2-nitrobenzene | C8H8ClNO3 | 详情 | 详情 | |
| (III) | 18956 | 4-(Benzyloxy)phenol; 4-Benzyloxyphenol | 103-16-2 | C13H12O2 | 详情 | 详情 |
| (IV) | 57421 | 1-[4-(benzyloxy)phenoxy]-4-ethoxy-2-nitrobenzene; benzyl 4-(4-ethoxy-2-nitrophenoxy)phenyl ether | C21H19NO5 | 详情 | 详情 | |
| (V) | 57422 | 4-(2-amino-4-ethoxyphenoxy)phenol | C14H15NO3 | 详情 | 详情 | |
| (VI) | 57423 | 2,5-Difluorobenzyl bromide; alpha-Bromo-2,5-difluorotoluene | 85117-99-3 | C7H5BrF2 | 详情 | 详情 |
Extended Information