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【结 构 式】 
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【分子编号】31084 【品名】8-(difluoromethoxy)-1-ethyl-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid 【CA登记号】 |
【 分 子 式 】C13H9F4NO4 【 分 子 量 】319.2124128 【元素组成】C 48.92% H 2.84% F 23.81% N 4.39% O 20.05% |
合成路线1
该中间体在本合成路线中的序号：(I)By the usual method of synthesis of fluoroquinolones: By condensation of 8-(difluoromethoxy)-1-ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (I) with 1-(2-methoxyphenyl)piperazine (II) in pyridine.
| 【1】 Hagihara, M.; Kashiwase, H.; Ohmine, T.; Katsube, T.; Nishigaki, T.; Kimura, S.; Momota, K.; Komai, T.; Kimura, T.; Shimada, K.; Synthesis and anti-HIV activity of arylpiperazinyl fluoroquinolones: A new class of anti-HIV agents. Bioorg Med Chem Lett 1999, 9, 21, 3063. |
合成路线2
该中间体在本合成路线中的序号：(I)Quinolinecarboxylic acid (I) was treated with boron trifluoride etherate in refluxing methyl isobutyl ketone to produce the boron chelate (II). Subsequent displacement of the 7-fluoro group of (II) by 1-(2-pyrimidinyl)piperazine (III) furnished adduct (IV). The boron chelate was finally removed by refluxing with triethylamine in methanol.
| 【1】 Kimura, T.; Katsube, T. (Ube Industries, Ltd.); Aminoquinolone derivs. as anti-HIV agents. EP 0572259; JP 1994116241; US 5519016; US 5688791 . |
| 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) | 31084 | 8-(difluoromethoxy)-1-ethyl-6,7-difluoro-4-oxo-1,4-dihydro-3-quinolinecarboxylic acid | C13H9F4NO4 | 详情 | 详情 | |
| (II) | 43355 | C13H8BF6NO4 | 详情 | 详情 | ||
| (III) | 11175 | 2-(1-Piperazinyl)pyrimidine; 2-Piperazinopyrimidine; N-(Pyrimidinyl)piperazine | 20980-22-7 | C8H12N4 | 详情 | 详情 |
| (IV) | 43356 | C21H19BF5N5O4 | 详情 | 详情 |