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【结 构 式】 
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【分子编号】20514 【品名】5-phenyl-2,4-dihydro-3H-pyrazol-3-one 【CA登记号】 |
【 分 子 式 】C9H8N2O 【 分 子 量 】160.1754 【元素组成】C 67.49% H 5.03% N 17.49% O 9.99% |
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：(II)Reaction of 6-chlorohexanol (I) with 3-phenyl-5-pyrazolone (II) in the presence of K2CO3 in DMF gives 6-(5-phenyl-3-pyrazolyloxy)hexyl alcohol (III), which affords the crystalline acetoacetate derivative (IV) by esterification of (III) with diketene in the presence of triethylamine. Reaction of (IV) and ammonium carbonate in refluxing methanol gives 3-aminocrotonic acid 6-(5-phenyl-3-pyrazolyloxy)hexyl ester (V). This compound is finally cyclized with methyl 3-nitrobenzylidene acetoacetate (VI) in ethanol.
| 【1】 Masato, K.; Shinji, T.; Kozo, H.; Susumu, T. (Tokyo Tanabe Co., Ltd.); Novel 1,4-dihydropyridine derivatives. DE 3230400; FR 2511370; FR 8214008; GB 2108108; JP 88023193; US 4418197 . |
| 【2】 Masato, K.; Shinji, T.; Tsutomu, A.; Setagaya, S.C.; Susumu, T. (Tokyo Tanabe Co., Ltd.); Powdery preparation of amorphous dihydropyridine compound. EP 0147171; JP 60139688 . |
| 【3】 Kamibayashi, M.; CV-159. Drugs Fut 1989, 14, 3, 206. |
| 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) | 20513 | 6-chloro-1-hexanol | 2009-83-8 | C6H13ClO | 详情 | 详情 |
| (II) | 20514 | 5-phenyl-2,4-dihydro-3H-pyrazol-3-one | C9H8N2O | 详情 | 详情 | |
| (III) | 20515 | 6-[(5-phenyl-1H-pyrazol-3-yl)oxy]-1-hexanol | C15H20N2O2 | 详情 | 详情 | |
| (IV) | 20516 | 6-[(5-phenyl-1H-pyrazol-3-yl)oxy]hexyl 3-amino-3-oxopropanoate | C18H23N3O4 | 详情 | 详情 | |
| (V) | 20517 | 6-[(5-phenyl-1H-pyrazol-3-yl)oxy]hexyl (E)-3-amino-2-butenoate | C19H25N3O3 | 详情 | 详情 | |
| (VI) | 12276 | methyl (Z)-2-acetyl-3-(3-nitrophenyl)-2-propenoate | C12H11NO5 | 详情 | 详情 | |
| (VII) | 11367 | 4-Methylene-2-oxetanone; Acetyl ketene | 674-82-8 | C4H4O2 | 详情 | 详情 |
Extended Information