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【结 构 式】

【药物名称】

【化学名称】1-Ethyl-3-[(4-fluorophenyl)(1H-imidazol-1-yl)methyl]-1H-indole

【CA登记号】

【 分 子 式 】C20H18FN3

【 分 子 量 】319.38496

【开发单位】Universität des Saarlandes (Originator)

【药理作用】ONCOLYTIC DRUGS, Aromatase Inhibitors

合成路线1

The acylation of indole (I) with 4-fluorobenzoyl chloride (II) by means of AlCl3 in dichloromethane gives 3-(4-fluorobenzoyl)indole (III), which is N-alkylated with ethyl iodide and K2CO3 in acetone yielding 1-ethyl-3-(4-fluorobenzoyl)indole (IV). The reduction of (IV) with NaBH4 in methanol affords the corresponding carbinol (V), which is finally treated with carbonyl diimidazole (VI) in THF.

1 Marchand, P.; Robert, J.-M.; Palzer, M.; Delovoye-Seiller, B.; Hartmann, R.W.; Le Baut, G.; Le Borgne, M.; New selective nonsteroidal aromatase inhibitors: Synthesis and inhibitory activity of 2, 3 or 5-(alpha-azolylbenzyl)-1H-indoles. Bioorg Med Chem Lett 1999, 9, 3, 333.
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) 15292 Indole; 1H-indole 120-72-9 C8H7N 详情 详情
(II) 17263 4-fluorobenzoyl chloride 403-43-0 C7H4ClFO 详情 详情
(III) 29518 (4-fluorophenyl)(1H-indol-3-yl)methanone C15H10FNO 详情 详情
(IV) 29519 (1-ethyl-1H-indol-3-yl)(4-fluorophenyl)methanone C17H14FNO 详情 详情
(V) 29520 (1-ethyl-1H-indol-3-yl)(4-fluorophenyl)methanol C17H16FNO 详情 详情
(VI) 11353 1,1'-Carbonyldiimidazole; Di(1H-imidazol-1-yl)methanone; N,N-Carbonyldiimidazole; 1,1'-Carbonylbis(1H-imidazole) 530-62-1 C7H6N4O 详情 详情
Extended Information