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【结 构 式】 
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【分子编号】62055 【品名】benzaldehyde N-methylhydrazone 【CA登记号】 |
【 分 子 式 】C8H10N2 【 分 子 量 】134.18088 【元素组成】C 71.61% H 7.51% N 20.88% |
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)Benzaldehyde (I) is converted into the corresponding hydrazone (II) upon treatment with methylhydrazine in toluene. Condensation of hydrazone (II) with ethyl (ethoxymethylene)cyanoacetate (III) produces the hydrazinomethylene cyanoacetate (IV), which is further cyclized to the pyrazole (V) under acidic conditions (1). Heating of amino ester (V) with formamide gives rise to the pyrazolopyrimidinone (VI). This is finally alkylated with 2,6-difluorobenzyl chloride (VII) to furnish the title compound
| 【1】 Unverferth, K.; Lankau, H-J.; Arnold, T.; Synthesis and anticonvulsant activity of AWD 34-176. Drugs Fut 2002, 27, Suppl. A. |
| 【2】 Lankau, H.-J.; Unverferth, K.; Tober, C.; Rundfeldt, C.; Arnold, T.; Dost, R.; Gasparic, A.; Bernöster, K. (AWD.pharma GmbH & Co. KG); 2,5-Dihydro-pyrazolo[3,4-d]pyrimidin-4-ones with an anticonvulsive action and methods for producing the same. WO 0218387 . |
| 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) | 10498 | Benzaldehyde;Benzoic aldehyde;Phenylmethanal | 100-52-7 | C7H6O | 详情 | 详情 |
| (II) | 62055 | benzaldehyde N-methylhydrazone | C8H10N2 | 详情 | 详情 | |
| (III) | 43563 | ethyl (E)-2-cyano-3-ethoxy-2-propenoate；(E)-ethyl 2-cyano-3-ethoxyacrylate | 94-05-3 | C8H11NO3 | 详情 | 详情 |
| (IV) | 62056 | ethyl (E)-2-cyano-3-{1-methyl-2-[(E)-phenylmethylidene]hydrazino}-2-propenoate | C14H15N3O2 | 详情 | 详情 | |
| (V) | 62057 | ethyl 3-amino-1-methyl-1H-pyrazole-4-carboxylate | C7H11N3O2 | 详情 | 详情 | |
| (VI) | 62058 | 2-methyl-2,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | C6H6N4O | 详情 | 详情 | |
| (VII) | 23150 | 2-(chloromethyl)-1,3-difluorobenzene | 697-73-4 | C7H5ClF2 | 详情 | 详情 |
Extended Information