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【结 构 式】 
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【分子编号】20617 【品名】(E)-N-[4-(2,4-dimethyl-1H-imidazol-1-yl)-2-methylphenyl]-3-ethoxy-2-propenamide 【CA登记号】 |
【 分 子 式 】C17H21N3O2 【 分 子 量 】299.37276 【元素组成】C 68.2% H 7.07% N 14.04% O 10.69% |
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：(VI)The condensation of 4-fluoro-2-methylnitrobenzene (I) with 2,4-dimethyl-1H-imidazole (II) by means of Na2CO3 in hot DMF gives 4-(2,4-dimethyl-1H-imidazol-1-yl)-2-methylnitrobenzene (III), which is reduced with SnCl2 in refluxing ethanol yielding the corresponding aniline (IV).The condensation of (IV) with trans-3-ethoxypropenoyl chloride in anhydrous pyridine affords the anilide (VI), which is finally cyclized by means of 98% H2SO4.
| 【1】 Roberts, D.A.; Campbell, S.F. (Pfizer Inc.); Quinolone inotropic agents. AU 8543032; EP 0166533; ES 8608874; ES 8801797; JP 1986000082; US 4728653 . |
| 【2】 Alabaster, C.T.; Bell, A.S.; Campbell, S.F.; Ellis, P.; Henderson, C.G.; Morris, D.S.; Roberts, D.A.; Ruddock, K.S.; Samuels, G.M.R.; Stefaniak, M.H.; 2(1H)-Quinolinones with cardiac stimulant activity. 2. Synthesis and biological activities of 6-(N-linked, five-membered heteroaryl) derivatives. J Med Chem 1989, 32, 3, 575-83. |
| 【3】 Prous, J.; Castaner, J.; NANTERINONE < Prop INN>. Drugs Fut 1989, 14, 4, 328. |
| 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) | 20612 | 4-Fluoro-2-methyl-1-nitrobenzene; 2-Nitro-5-fluorotoluene | 446-33-3 | C7H6FNO2 | 详情 | 详情 |
| (II) | 20613 | 2,4-dimethyl-1H-imidazole | 930-62-1 | C5H8N2 | 详情 | 详情 |
| (III) | 20614 | 2,4-dimethyl-1-(3-methyl-4-nitrophenyl)-1H-imidazole | C12H13N3O2 | 详情 | 详情 | |
| (IV) | 20615 | 4-(2,4-dimethyl-1H-imidazol-1-yl)-2-methylaniline; 4-(2,4-dimethyl-1H-imidazol-1-yl)-2-methylphenylamine | C12H15N3 | 详情 | 详情 | |
| (V) | 20616 | (E)-3-ethoxy-2-propenoyl chloride | 99471-66-6 | C5H7ClO2 | 详情 | 详情 |
| (VI) | 20617 | (E)-N-[4-(2,4-dimethyl-1H-imidazol-1-yl)-2-methylphenyl]-3-ethoxy-2-propenamide | C17H21N3O2 | 详情 | 详情 |
Extended Information