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【结 构 式】 
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【分子编号】35125 【品名】(3-nitrophenyl)methanamine; 3-nitrobenzylamine 【CA登记号】 |
【 分 子 式 】C7H8N2O2 【 分 子 量 】152.1528 【元素组成】C 55.26% H 5.3% N 18.41% O 21.03% |
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：(III)Treatment of 2,4-difluorophenylacetic acid (I) with NaOH in dimethylimidazolinone at 135 C afforded 4-fluorosalicylic acid (II). After activation of (II) with SOCl2, coupling with 3-nitrobenzylamine (III) gave amide (IV). Subsequent O-alkylation of (IV) by means of ethyl bromoacetate (A) and K2CO3 yielded ether (V). Conversion of the amide function of (V) to the corresponding thioamide (VI) was accomplished using phosphorus pentasulfide (P4S10) in pyridine. Finally, the ester group of (VI) was hydrolyzed with NaOH to the title carboxylic acid.
| 【1】 Van Zandt, M.C.; Sibley, E.O.; Combs, K.J.; et al.; Design and synthesis of novel inhibitors of aldose reductase for the treatment of diabetic complications. 218th ACS Natl Meet (Aug 22 1999, New Orleans) 1999, Abst MEDI 137. |
| 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) | 35123 | 2,4-difluorobenzoic acid | 1583-58-0 | C7H4F2O2 | 详情 | 详情 |
| (II) | 35124 | 4-fluoro-2-hydroxybenzoic acid | 345-29-9 | C7H5FO3 | 详情 | 详情 |
| (III) | 35125 | (3-nitrophenyl)methanamine; 3-nitrobenzylamine | C7H8N2O2 | 详情 | 详情 | |
| (IV) | 35126 | 4-fluoro-2-hydroxy-N-(3-nitrobenzyl)benzamide | C14H11FN2O4 | 详情 | 详情 | |
| (V) | 16640 | Ethyl 2-bromoacetate; Ethyl bromoacetate | 105-36-2 | C4H7BrO2 | 详情 | 详情 |
| (VI) | 35127 | ethyl 2-(5-fluoro-2-[[(3-nitrobenzyl)amino]carbonyl]phenoxy)acetate | C18H17FN2O6 | 详情 | 详情 | |
| (VII) | 35128 | ethyl 2-(5-fluoro-2-[[(3-nitrobenzyl)amino]carbothioyl]phenoxy)acetate | C18H17FN2O5S | 详情 | 详情 |
Extended Information