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【结 构 式】 
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【药物名称】Ro-65-7674 【化学名称】2-(Methylsulfanyl)-3-(phenylsulfonyl)-8-(piperazin-1-yl)-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidine 【CA登记号】 【 分 子 式 】C20H23N5O2S2 【 分 子 量 】429.56661 |
【开发单位】Roche (Originator) 【药理作用】Alzheimer's Dementia, Treatment of , Cognition Disorders, Treatment of, NEUROLOGIC DRUGS, 5-HT6 Antagonists |
合成路线1
Condensation of ethyl cyclopentanone-2-carboxylate (I) with pyrazolyl amine (II) in boiling AcOH produced pyrazolopyrimidinol (III), which was then chlorinated by means of POCl3 to give (IV). Finally, displacement of the chlorine atom of (IV) with piperazine in hot DMF furnished the title compound.
| 【1】 Stadler, H.; Boes, M.; Riemer, C. (F. Hoffmann-La Roche AG); Pyrazolopyrimidines and pyrazolotriazines with 5-HT6 receptor affinity. EP 0941994; JP 2000186090 . |
| 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) | 29947 | ethyl 2-oxocyclopentanecarboxylate | 611-10-9 | C8H12O3 | 详情 | 详情 |
| (II) | 33690 | 3-(methylsulfanyl)-4-(phenylsulfonyl)-1H-pyrazol-5-ylamine; 3-(methylsulfanyl)-4-(phenylsulfonyl)-1H-pyrazol-5-amine | C10H11N3O2S2 | 详情 | 详情 | |
| (III) | 33691 | 2-(methylsulfanyl)-3-(phenylsulfonyl)-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidin-8-ol | C16H15N3O3S2 | 详情 | 详情 | |
| (IV) | 33692 | 8-chloro-2-(methylsulfanyl)-3-(phenylsulfonyl)-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidine; 8-chloro-2-(methylsulfanyl)-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidin-3-yl phenyl sulfone | C16H14ClN3O2S2 | 详情 | 详情 | |
| (V) | 10355 | Diethylenediamine; Piperazine | 110-85-0 | C4H10N2 | 详情 | 详情 |
Extended Information