• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】33537

【品名】4-(benzyloxy)-1H-indole-2-carbonyl chloride

【CA登记号】

【 分 子 式 】C16H12ClNO2

【 分 子 量 】285.72952

【元素组成】C 67.26% H 4.23% Cl 12.41% N 4.9% O 11.2%

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)

4-Benzyloxy-indole-2-carboxylic acid (I) is converted into the corresponding dimethylamide (III), via the corresponding acid chloride (II); the dimethylamide (III) is reduced with LiAlH4 to give 4-benzyloxy-2-dimethylaminomethyl-indole (IV), which is hydrogenated to 4-hydroxy-2-methyl-indole (V). The reaction of (V) with epichlorohydrin (A) in aqueous NaOH gives the crude epoxide which without isolation is treated with isopropylamine (B) in refluxing dioxane.

1 Seemann, F.; et al.; Synthetic indoles. 10. Chemistry of 4-hydroxy-indoles. Helv Chim Acta 1971, 54, 8, 2411-19.
2 Troxler, F.; Hofmann, A.; Verfahren zur Herstellung neuer Indolderivate. AT 316542B; CH 502337 .
3 Troxler, F.; Hofmann, A.; Verfahren zur Herstellung neuer Indolderivate. CH 543505 .
4 Weetman, D.F.; Castaner, J.; Mepindolol. Drugs Fut 1978, 3, 5, 381.
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) 10146 Epichlorohydrin; 2-(Chloromethyl)oxirane 106-89-8 C3H5ClO 详情 详情
(B) 15147 Benzylamine; Phenylmethanamine 100-46-9 C7H9N 详情 详情
(I) 33536 4-(benzyloxy)-1H-indole-2-carboxylic acid C16H13NO3 详情 详情
(II) 33537 4-(benzyloxy)-1H-indole-2-carbonyl chloride C16H12ClNO2 详情 详情
(III) 33538 4-(benzyloxy)-N,N-dimethyl-1H-indole-2-carboxamide C18H18N2O2 详情 详情
(IV) 33539 N-[[4-(benzyloxy)-1H-indol-2-yl]methyl]-N,N-dimethylamine; [4-(benzyloxy)-1H-indol-2-yl]-N,N-dimethylmethanamine C18H20N2O 详情 详情
(V) 33540 4-Hydroxy-2-methylindole; 2-Methyl-1H-indol-4-ol 35320-67-3 C9H9NO 详情 详情
Extended Information