新产品编号:1470187

Chemical Name: 1-Ethyl-5-[(4-fluorophenyl)(1H-imidazol-1-yl)methyl]-1H-indole
项目整合开发状态: Biological Testing
项目研究机构: Universit鋞 des Saarlandes (Originator)
合成路线:The reaction of 4-fluorobenzoyl chloride (I) with N,O-dimethylhydroxylamine (II) in pyridine gives the N-methylhydroxamate (III),which is condensed with 5-bromo-1H-indole (IV) by means of KH and t-BuLi yielding the ketone (V).The alkylation of (V) with ethyl iodide and NaH in DMF affords (1-ethylindol-5-yl)(4-fluorophenyl)methanone (VI),which is reduced with NaBH4 in methanol to the corresponding carbinol (VII).Finally,this compound is treated with carbonyl diimidazole in THF.

合成路线: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.

合成路线: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.