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【结 构 式】 
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【分子编号】58698 【品名】3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-N-methoxy-N-methyl-2-(4-nitrophenyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide 【CA登记号】 |
【 分 子 式 】C32H28F2N4O5S 【 分 子 量 】618.6610864 【元素组成】C 62.13% H 4.56% F 6.14% N 9.06% O 12.93% S 5.18% |
合成路线1
该中间体在本合成路线中的序号：(XXIII)Alternatively, the ethyl ester group of (XIII) is treated with N,O-dimethylhydroxylamine (XVI) and TEA as before to give the methoxyamide (XXIII), which is treated with isopropylmagnesium bromide (XVIII) in dioxane to yield the isobutyryl derivative (XXIV). The reduction of the nitro group of (XXIV) by means of Fe and HCl in ethanol affords the aromatic amine (XX), which is finally acylated with 1-hydroxycyclopropanecarboxylic acid (XXV) by means of BOP and DIEA in CH2Cl2 to provide the target thienopyridinone derivative.
| 【1】 Suzuki, N.; Furuya, S.; Choh, N.; Imada, T. (Takeda Chemical Industries, Ltd.); Thienopyridine cpds., their production and use. EP 1090010; JP 2000219690; JP 2000219691; US 6262267; US 6329388; WO 0000493 . |
| 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) | 23155 | ethyl 3-[[benzyl(methyl)amino]methyl]-7-(2,6-difluorobenzyl)-2-(4-nitrophenyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxylate | C32H27F2N3O5S | 详情 | 详情 | |
| (XVI) | 13361 | (Methoxyamino)methane; N,O-Dimethylhydroxylamine | 1117-97-1 | C2H7NO | 详情 | 详情 |
| (XVIII) | 33398 | bromo(isopropyl)magnesium | 920-39-8 | C3H7BrMg | 详情 | 详情 |
| (XX) | 58695 | 2-(4-aminophenyl)-3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-5-isobutyrylthieno[2,3-b]pyridin-4(7H)-one | C33H31F2N3O2S | 详情 | 详情 | |
| (XXIII) | 58698 | 3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-N-methoxy-N-methyl-2-(4-nitrophenyl)-4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide | C32H28F2N4O5S | 详情 | 详情 | |
| (XXIV) | 58699 | 3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-5-isobutyryl-2-(4-nitrophenyl)thieno[2,3-b]pyridin-4(7H)-one | C33H29F2N3O4S | 详情 | 详情 | |
| (XXV) | 58700 | 1-Hydroxy-1-cyclopropanecarboxylic acid | 17994-25-1 | C4H6O3 | 详情 | 详情 |