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【结 构 式】 
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【分子编号】63173 【品名】3,4-bis[(E)-2-(methylamino)ethenyl]benzaldehyde 【CA登记号】 |
【 分 子 式 】C13H16N2O 【 分 子 量 】216.28292 【元素组成】C 72.19% H 7.46% N 12.95% O 7.4% |
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)The condensation of 3,4,5-trimethoxybenzaldehyde (I) with 4-methylphenylsulfinic acid (II) and formamide by means of hot CSA gives the adduct (III), which is treated with POCl3 in DME to yield the isonitrile (IV). The reaction of benzaldehyde (V) with methylamine and AcOH in refluxing ethanol gives the enamine (VI), which is finally cyclized with isonitrile (IV) by means of K2CO3 in ethanol/DME to afford the target 1-methylimidazole.
| 【1】 Wang, L.; Woods, K.W.; Li, Q.; Barr, K.J.; McCroskey, R.M.; Hannick, S.M.; Gherke, L.; Credo, R.B.; Hui, Y.H.; Marsch, K.; Warner, R.; Lee, J.Y.; Zielinski-Mozng, N.; Frost, D.; Rosenberg, S.H.; Sham, H.L.; Potent, orally active heterocycle-based combretastatin A-4 analogues: Synthesis, structure-activity relationship, pharmacokinetics, and in vivo antitumor activity evaluation. J Med Chem 2002, 45, 8, 1697. |
| 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) | 11136 | 3,4,5-Trimethoxybenzaldehyde | 86-81-7 | C10H12O4 | 详情 | 详情 |
| (II) | 25593 | 4-methylbenzenesulfinic acid | C7H8O2S | 详情 | 详情 | |
| (III) | 49071 | [(4-methylphenyl)sulfonyl](3,4,5-trimethoxyphenyl)methylformamide | C18H21NO6S | 详情 | 详情 | |
| (IV) | 49072 | 2-[(4-methylphenyl)sulfonyl]-2-(3,4,5-trimethoxyphenyl)acetonitrile | C18H19NO5S | 详情 | 详情 | |
| (V) | 63173 | 3,4-bis[(E)-2-(methylamino)ethenyl]benzaldehyde | C13H16N2O | 详情 | 详情 | |
| (VI) | 63174 | (E)-N-methyl-2-{2-[(E)-2-(methylamino)ethenyl]-4-[(methylamino)methyl]phenyl}-1-ethenamine; N-{3,4-bis[(E)-2-(methylamino)ethenyl]benzyl}-N-methylamine | C14H21N3 | 详情 | 详情 |
Extended Information