|
【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% |
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 |