(5-bromo-1-methyl-1H-indol-3-yl)(4-fluorophenyl)methanol -Drug Synthesis Database

【结构式】

【分子编号】29523

【品名】(5-bromo-1-methyl-1H-indol-3-yl)(4-fluorophenyl)methanol

【CA登记号】

【分子式】C₁₆H₁₃BrFNO

【分子量】334.1877632

【元素组成】C 57.51% H 3.92% Br 23.91% F 5.68% N 4.19% O 4.79%

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：(V)

The methylation of 5-bromo-1H-indole (I) with methyl iodide and NaH in DMSO gives the 1-methyl derivative (II), which is acylated with 4-fluorobenzoyl chloride (III) and AlCl3 in dichloromethane yielding the 3-acyl derivative (IV). The reduction of (IV) with NaBH4 in methanol affords the corresponding carbinol (V), which is finally treated with carbonyl diimidazole (VI) in THF.

参考文献中间体

合成目标

【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)	13309	5-Bromo-1H-indole; 5-Bromoindole	10075-50-0	C₈H₆BrN	详情	详情
(II)	29521	5-bromo-1-methyl-1H-indole		C₉H₈BrN	详情	详情
(III)	17263	4-fluorobenzoyl chloride	403-43-0	C₇H₄ClFO	详情	详情
(IV)	29522	(5-bromo-1-methyl-1H-indol-3-yl)(4-fluorophenyl)methanone		C₁₆H₁₁BrFNO	详情	详情
(V)	29523	(5-bromo-1-methyl-1H-indol-3-yl)(4-fluorophenyl)methanol		C₁₆H₁₃BrFNO	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