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【结 构 式】 
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【分子编号】58696 【品名】1-(chlorocarbonyl)cyclopropyl acetate 【CA登记号】 |
【 分 子 式 】C6H7ClO3 【 分 子 量 】162.57248 【元素组成】C 44.33% H 4.34% Cl 21.81% O 29.52% |
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：(XXI)The reaction of the methoxyamide (XVII) with isopropylmagnesium bromide (XVIII) in dioxane gives the isobutyryl derivative (XIX), which is deacylated by means of TFA in dichloromethane to yield the aromatic amine (XX). The acylation of (XX) with 1-acetoxycyclopropanecarbonyl chloride (XXI) by means of TEA in dichloromethane affords the corresponding amide (XXII), which is finally deacetylated by means of NaOH in MeOH to provide the target thienopyridinone derivative.
| 【1】 Imada, T.; Fujino, M.; Suzuki, N.; Harada, M.; Kasai, S.; Sasaki, S.; Endo, S.; Hayase, Y.; Furuya, S.; Cho, N.; Discovery of the thieno[2,3-b]pyridin-4-one derivative TAK-810: Highly potent and orally active nonpeptide LHRH (GnRH) antagonist (I). 224th ACS Natl Meet (Aug 18 2002, Boston) 2002, Abst MEDI 353. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (XVII) | 58693 | 3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-N-methoxy-N-methyl-4-oxo-2-{4-[(2,2,2-trifluoroacetyl)amino]phenyl}-4,7-dihydrothieno[2,3-b]pyridine-5-carboxamide | C34H29F5N4O4S | 详情 | 详情 | |
| (XVIII) | 33398 | bromo(isopropyl)magnesium | 920-39-8 | C3H7BrMg | 详情 | 详情 |
| (XIX) | 58694 | N-{4-[3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-5-isobutyryl-4-oxo-4,7-dihydrothieno[2,3-b]pyridin-2-yl]phenyl}-2,2,2-trifluoroacetamide | C35H30F5N3O3S | 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 | |
| (XXI) | 58696 | 1-(chlorocarbonyl)cyclopropyl acetate | C6H7ClO3 | 详情 | 详情 | |
| (XXII) | 58697 | 1-({4-[3-{[benzyl(methyl)amino]methyl}-7-(2,6-difluorobenzyl)-5-isobutyryl-4-oxo-4,7-dihydrothieno[2,3-b]pyridin-2-yl]anilino}carbonyl)cyclopropyl acetate | C39H37F2N3O5S | 详情 | 详情 |
Extended Information