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【结 构 式】

【分子编号】28749

【品名】(4-methoxyphenyl)(2-methyl-1H-indol-3-yl)methanone

【CA登记号】

【 分 子 式 】C17H15NO2

【 分 子 量 】265.31164

【元素组成】C 76.96% H 5.7% N 5.28% O 12.06%

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)

This compound can be obtained by two related ways: 1) The condensation of 2-methylindole (I) with 2-morpholinoethyl chloride (II) by means of KOH in hot DMSO gives 1-(2-morpholinoethyl)-2-methylindole (III), which is then submitted to a Friedel-Craft's reaction with 4-methoxybenzoyl chloride (IV) by means of AlCl3 in dichloromethane or ethylene dichloride. 2) The condensation of indole (I) with acyl chloride (IV) by means of methylmagnesium bromide in anhydrous ethyl ether gives 2-methyl-3-(4-methoxy benzoyl)indole (V), which is then condensed with morpholine (II) by means of K2CO3 in DMF.

1 Bell, M.R. (Sanofi-Synthelabo); 3-Carbonyl-1-aminoalkyl-1H-indoles useful as analgesics and preparation thereof. AU 8545764; EP 0171037; ES 8609246; ES 8800149; ES 8800901; ES 8800902; ES 8801203; JP 1986047463 .
2 Castaner, R.M.; Castaner, J.; Serradell, M.N.; WIN-48098. Drugs Fut 1987, 12, 9, 867.
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) 28747 2-methyl-1H-indole 95-20-5 C9H9N 详情 详情
(II) 27355 4-(2-chloroethyl)morpholine 3647-69-6 C6H12ClNO 详情 详情
(III) 28748 4-[2-(2-methyl-1H-inden-1-yl)ethyl]morpholine C16H21NO 详情 详情
(IV) 22671 4-Methoxybenzoyl chloride; p-Methoxybenzoyl chloride; 4-Anisoyl chloride 100-07-2 C8H7ClO2 详情 详情
(V) 28749 (4-methoxyphenyl)(2-methyl-1H-indol-3-yl)methanone C17H15NO2 详情 详情
Extended Information