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【结 构 式】

【分子编号】48583

【品名】1-cyclopropyl-2-(2-fluorophenyl)-1-ethanone

【CA登记号】150322-73-9

【 分 子 式 】C11H11FO

【 分 子 量 】178.2061432

【元素组成】C 74.14% H 6.22% F 10.66% O 8.98%

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:(III)

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
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