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【结 构 式】 
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【分子编号】49779 【品名】(E)-1-(2,4-dichlorophenyl)-3-(dimethylamino)-2-propen-1-one 【CA登记号】 |
【 分 子 式 】C11H11Cl2NO 【 分 子 量 】244.11988 【元素组成】C 54.12% H 4.54% Cl 29.05% N 5.74% O 6.55% |
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)Reaction of 2-ethyl-1-bromohexane (I) with potassium cyanide afforded nitrile (II). Claisen condensation of ethyl propionate with nitrile (II) in the presence of LDA furnished keto nitrile (III), which was further cyclized to the pyrazole (IV) upon treatment with hydrazine. Treatment of 2',4'-dichloroacetophenone (V) with dimethylformamide dimethylacetal gave rise to the enamino ketone (VI). The title pyrazolopyrimidine was then obtained by condensation between aminopyrazole (IV) and enamino ketone (VI) in refluxing HOAc.
| 【1】 Wilde, R.G.; Gilligan, P.J.; Olson, R.E.; Zaczek, R.; Carter, K.L.; Klaczkiewicz, J.D.; Non-peptide CRF1 antagonists: Pyrazolo[1,5-a]pyrimidines and pyrazolo[5,1-c][1,2,3]triazines. 221st ACS Natl Meet (April 1 2001, San Diego) 2001, Abst MEDI 95. |
| 【2】 Gilligan, P.J.; Wilde, R.G. (DuPont Pharmaceuticals Co.); Pyrazolopyrimidines as CRF antagonists. WO 0059908 . |
| 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) | 49775 | 3-(Bromomethyl)heptane; 1-Bromo-2-Ethylhexane; DL-1-Bromo-2-Ethylhexane; 2-Ethylhexyl bromide | 18908-66-2 | C8H17Br | 详情 | 详情 |
| (II) | 49776 | 3-Ethylheptanitrile | C9H17N | 详情 | 详情 | |
| (III) | 49777 | 3-ethyl-2-propionylheptanenitrile | C12H21NO | 详情 | 详情 | |
| (IV) | 49778 | 3-ethyl-4-(1-ethylpentyl)-1H-pyrazol-5-amine; 3-ethyl-4-(1-ethylpentyl)-1H-pyrazol-5-ylamine | C12H23N3 | 详情 | 详情 | |
| (V) | 49779 | (E)-1-(2,4-dichlorophenyl)-3-(dimethylamino)-2-propen-1-one | C11H11Cl2NO | 详情 | 详情 | |
| (VI) | 36407 | 1-(2,4-dichlorophenyl)-1-ethanone; 2',4'-dichloroaetophenone | 2234-16-4 | C8H6Cl2O | 详情 | 详情 |
Extended Information