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【结 构 式】 
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【分子编号】62527 【品名】2-{3-[9-chloro-3-methyl-4-oxoisoxazolo[4,3-c]quinolin-5(4H)-yl]phenyl}acetyl chloride 【CA登记号】 |
【 分 子 式 】C19H12Cl2N2O3 【 分 子 量 】387.22136 【元素组成】C 58.94% H 3.12% Cl 18.31% N 7.23% O 12.4% |
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：(V)Condensation of 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride (I) with methyl 3-aminophenylacetate (II) leads to amide (III). Intramolecular cyclization of (III) and simultaneous hydrolysis in the presence of NaOH in MeOH/DMF provide the isoxazoloquinoline derivative (IV). After activation of acid (IV) as the corresponding acid chloride (V), coupling with 3,4,5-trimethoxyaniline (VI) furnishes the title compound
| 【1】 Norman, B.H.; et al.; Tricyclic isoxazoles are novel inhibitors of the multidrug resistance protein (MRP1). Bioorg Med Chem Lett 2002, 12, 6, 883. |
| 【2】 Kroin, J.S.; Norman, B.H.; Gruber, J.M. (Eli Lilly and Company); Methods for inhibiting MRP1. EP 1067928; JP 2002510625; US 6369070; WO 9951228 . |
| 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) | 59641 | 3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolecarbonyl chloride | C11H6Cl2FNO2 | 详情 | 详情 | |
| (II) | 41111 | methyl 2-(3-aminophenyl)acetate | C9H11NO2 | 详情 | 详情 | |
| (III) | 62525 | methyl 2-[3-({[3-(2-chloro-6-fluorophenyl)-5-methyl-4-isoxazolyl]carbonyl}amino)phenyl]acetate | C20H16ClFN2O4 | 详情 | 详情 | |
| (IV) | 62526 | 2-{3-[9-chloro-3-methyl-4-oxoisoxazolo[4,3-c]quinolin-5(4H)-yl]phenyl}acetic acid | C19H13ClN2O4 | 详情 | 详情 | |
| (V) | 62527 | 2-{3-[9-chloro-3-methyl-4-oxoisoxazolo[4,3-c]quinolin-5(4H)-yl]phenyl}acetyl chloride | C19H12Cl2N2O3 | 详情 | 详情 | |
| (VI) | 31545 | 3,4,5-trimethoxyaniline; 3,4,5-trimethoxyphenylamine；3,4,5-Trimethoxybenzenamine；[3,4,5-Tris(methyloxy)phenyl]amine | 24313-88-0 | C9H13NO3 | 详情 | 详情 |
Extended Information