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【结 构 式】 
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【分子编号】48586 【品名】5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2(3H)-one 【CA登记号】951380-42-0 |
【 分 子 式 】C18H18FNO2S 【 分 子 量 】331.4108632 【元素组成】C 65.24% H 5.47% F 5.73% N 4.23% O 9.66% S 9.68% |
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：(VI)Reaction of the Grignard reagent prepared from 2-fluorobenzyl bromide (I) and Mg in ether with cyclopropyl cyanide (II) in the same solvent gives 1-cyclopropyl-2-(2-fluorophenyl)ethanone (III), which is brominated with Br2 in CCl4 to yield the a-bromoketone (IV). Condensation of ketone (IV) with 2,3,4,5,6,7-hexahydrothieno[3,2-c]pyridin-2-one hydrochloride (V) by means of K2CO3 in DMF affords the adduct (VI), which is finally treated with acetic anhydride and NaH in DMF.
| 【2】 Koike, H.; Asai, F.; Sugidachi, A.; Kimura, T.; Inoue, T.; Nishino, S.; Tsuzaki, Y. (Sankyo Co., Ltd.; Ube Industries, Ltd.); Tetrahydrothienopyridine derivs., furo and pyrrolo analogs thereof and their preparation and uses for inhibiting blood platelet aggregation. EP 0542411; JP 1994041139; US 5288726; US 5436242 . |
| 【1】 Castaner, J.; Mealy, N.E.; Doggrell, S.A.; CS-747 and R-99224. Drugs Fut 2001, 21, 9, 835. |
| 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) | 38775 | 1-(bromomethyl)-2-fluorobenzene | 446-48-0 | C7H6BrF | 详情 | 详情 |
| (II) | 27238 | cyclopropanecarbonitrile | 5500-21-0 | C4H5N | 详情 | 详情 |
| (III) | 48583 | 1-cyclopropyl-2-(2-fluorophenyl)-1-ethanone | 150322-73-9 | C11H11FO | 详情 | 详情 |
| (IV) | 48584 | 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)-1-ethanone | 204205-33-4 | C11H10BrFO | 详情 | 详情 |
| (V) | 48585 | 4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2(3H)-one | 178688-48-7 | C7H9NOS | 详情 | 详情 |
| (VI) | 48586 | 5-[2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl]-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2(3H)-one | 951380-42-0 | C18H18FNO2S | 详情 | 详情 |
Extended Information