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【结 构 式】 
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【分子编号】62972 【品名】3-oxo-3-(2-thienyl)propanenitrile 【CA登记号】 |
【 分 子 式 】C7H5NOS 【 分 子 量 】151.18884 【元素组成】C 55.61% H 3.33% N 9.26% O 10.58% S 21.21% |
与该中间体有关的原料药合成路线共 2 条
合成路线1
该中间体在本合成路线中的序号：(VII)Reaction of 3-(acetamido)acetophenone (VIII) with iodomethane and NaH gives 3-(N-methylacetamido)acetophenone (XXVIII), which is mixed with 3-oxo-3-(2-thienyl)propionitrile (VII) and treated with dimethylformamide dimethylacetal to yield a mixture of the dimethylaminomethylene derivatives (IV) and (X). This mixture, without isolation, is cyclized with aminoguanidine (V) by treatment first with NaOH in ethanol and then with refluxing AcOH.
| 【1】 Sorbera, L.A.; Castaner, J.; Martin, L.; Indiplon. Drugs Fut 2003, 28, 8, 739. |
| 【2】 Wilcoxen, K.M.; Gross, R.S. (Neurocrine Biosciences Inc.); Synthesis of substd. pyrazolopyrimidines. WO 0110868 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (IV) | 59945 | (E)-3-(dimethylamino)-2-(2-thienylcarbonyl)-2-propenenitrile | C10H10N2OS | 详情 | 详情 | |
| (V) | 10015 | 1-Hydrazinecarboximidamide; Hydrazinecarboximidamide | 79-17-4 | CH6N4 | 详情 | 详情 |
| (VII) | 62972 | 3-oxo-3-(2-thienyl)propanenitrile | C7H5NOS | 详情 | 详情 | |
| (VIII) | 11983 | 3'-Acetamidoacetophane; m-Acetamidoacetophenone; N-(3-Acetylphenyl)acetamide | 7463-31-2 | C10H11NO2 | 详情 | 详情 |
| (X) | 59947 | N-{3-[(E)-3-(dimethylamino)-2-propenoyl]phenyl}-N-methylacetamide | C14H18N2O2 | 详情 | 详情 | |
| (XXVIII) | 62971 | N-(3-acetylphenyl)-N-methylacetamide | C11H13NO2 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(VII)The enamino nitrile (IV) can be obtained by condensation of 3-oxo-3-(2-thienyl)propionitrile (VII) with dimethylformamide dimethylacetal in chloroform.
| 【1】 Sorbera, L.A.; Castaner, J.; Martin, L.; Indiplon. Drugs Fut 2003, 28, 8, 739. |
| 【2】 Tomcufcik, A.S.; Dusza, J.P. (Wyeth); (3-Amino-1H-pyrazol-4-yl)(aryl)methanones. EP 0129846; JP 1985013764; US 4900836 . |
Extended Information