【结 构 式】 |
【分子编号】37422 【品名】N-methyl-N-(3-phenyl-1H-indol-1-yl)acetamide 【CA登记号】 |
【 分 子 式 】C17H16N2O 【 分 子 量 】264.32692 【元素组成】C 77.25% H 6.1% N 10.6% O 6.05% |
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:(II)The reaction of 1,4-dihydro-4-phenylcinnoline (I) with methyl p-toluenesulfonate (A) and acetic acid by means of KOH in refluxing toluene gives 1-(N-methyl-N-acetylamino)-3-phenylindole (II), which is hydrolyzed by treatment with refluxing concentrated HCl to afford 1-methylamino-3-phenylindole (III). Finally, this compound is condensed with 2-dimethylaminoethyl chloride (IV) by means of sodium amide in refluxing toluene.
【1】 Schatz, F.; et al.; Amino-3-phenylindoles with antidepressant activity. Binodaline hydrochloride and relatd compounds. Arzneim-Forsch Drug Res 1980, 30, 6, 919-923. |
【2】 Schatz, F.; et al. (Siegfried AG); N-Amino indole derivatives having pharmacological activity. US 4204998 . |
【3】 Hillier, K.; Castaner, J.; Blancafort, P.; Serradell, M.N.; Binodaline. Drugs Fut 1981, 6, 4, 212. |
中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
---|---|---|---|---|---|---|
(A) | 23403 | Methyl p-toluenesulfonate; Methyl 4-methylbenzenesulfonate; Methyl 4-toluenesulfonate | 80-48-8 | C8H10O3S | 详情 | 详情 |
(I) | 37421 | 4-phenyl-1,4-dihydrocinnoline | C14H12N2 | 详情 | 详情 | |
(II) | 37422 | N-methyl-N-(3-phenyl-1H-indol-1-yl)acetamide | C17H16N2O | 详情 | 详情 | |
(III) | 37423 | N-methyl-N-(3-phenyl-1H-indol-1-yl)amine; N-methyl-3-phenyl-1H-indol-1-amine | C15H14N2 | 详情 | 详情 | |
(IV) | 11907 | Dimethylaminoethyl chloride; 2-Dimethylaminoethyl chloride; 2-Chloro-N,N-dimethyl-1-ethanamine; N-(2-Chloroethyl)-N,N-dimethylamine | 107-99-3 | C4H10ClN | 详情 | 详情 |
Extended Information