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【结 构 式】 
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【药物名称】 【化学名称】2-(3-Benzoyl-4-cyclohexyl-1,4-dihydropyridin-1-yl)propionamide 【CA登记号】 【 分 子 式 】C21H26N2O2 【 分 子 量 】338.45357 |
【开发单位】University of Alberta (Originator), University of Calgary (Originator) 【药理作用】ANALGESIC AND ANESTHETIC DRUGS, Analgesic Drugs, Non-Opioid Analgesics, Non-Steroidal Antiinflammatory Drugs |
合成路线1
Alkylation of 3-benzoylpyridine (I) with methyl 2-bromopropionate (II) in refluxing acetone afforded pyridinium salt (III). The subsequent regiospecific copper-catalyzed condensation of (III) with cyclohexylmagesium chloride (IV) yielded dihydropyridine (V). Finally, ammonolysis of the methyl acetate ester of (V) provided the title amide.
| 【1】 Agudoawu, S.A.; et al.; Synthesis and analgesic activity of 2-methyl-2-[1-(3-benzoyl-4-substituted-1,4-dihydropyridyl)]acetic acid methyl esters, acetic acids, and acetamides. Arch Pharm 1999, 332, 6, 213. |
| 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) | 27766 | phenyl(3-pyridinyl)methanone | 5424-19-1 | C12H9NO | 详情 | 详情 |
| (II) | 34941 | methyl 2-bromopropanoate; 2-bromopropionic acid methyl ester | 5445-17-0 | C4H7BrO2 | 详情 | 详情 |
| (III) | 34942 | 3-benzoyl-1-(2-methoxy-1-methyl-2-oxoethyl)pyridinium bromide | C16H16BrNO3 | 详情 | 详情 | |
| (IV) | 31866 | chloro(cyclohexyl)magnesium | C6H11ClMg | 详情 | 详情 | |
| (V) | 34943 | methyl 2-[3-benzoyl-4-cyclohexyl-1(4H)-pyridinyl]propanoate | C22H27NO3 | 详情 | 详情 |
Extended Information