【结 构 式】 |
【分子编号】48022 【品名】1-benzyl-3-(bromomethyl)-2(1H)-quinoxalinone 【CA登记号】 |
【 分 子 式 】C16H13BrN2O 【 分 子 量 】329.1961 【元素组成】C 58.38% H 3.98% Br 24.27% N 8.51% O 4.86% |
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:(VI)3-Methylquinoxalin-2-one (III) was prepared by condensation of 1,2-phenylenediamine (I) with pyruvic acid (II). Alkylation of (III) with benzyl chloride furnished a mixture of the desired N-benzyl quinoxalinone (IV) and the O-benzyl isomer (V). These compounds were separated by means of radial chromatography. Bromination of (IV) with N-bromosuccinimide in the presence of benzoyl peroxide furnished the bromomethyl derivative (VI). Finally, condensation of bromide (VI) with salicylanilide (VII) under phase-transfer conditions provided the title compound.
【1】 Copper, J.E.; Smith, C.D.; Lawrence, D.S.; Structure-activity studies of substituted quinoxalinones as multiple-drug-resistance antagonists. J Med Chem 2001, 44, 4, 594. |
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) | 12824 | 2-Aminophenylamine; o-Phenylenediamine; 1,2-Benzenediamine | 95-54-5 | C6H8N2 | 详情 | 详情 |
(II) | 24066 | 2-oxopropionic acid | 127-17-3 | C3H4O3 | 详情 | 详情 |
(III) | 48019 | 3-methyl-2(1H)-quinoxalinone | 14003-34-0 | C9H8N2O | 详情 | 详情 |
(IV) | 48020 | 1-benzyl-3-methyl-2(1H)-quinoxalinone | C16H14N2O | 详情 | 详情 | |
(V) | 48021 | benzyl 3-methyl-2-quinoxalinyl ether; 2-(benzyloxy)-3-methylquinoxaline | C16H14N2O | 详情 | 详情 | |
(VI) | 48022 | 1-benzyl-3-(bromomethyl)-2(1H)-quinoxalinone | C16H13BrN2O | 详情 | 详情 | |
(VII) | 48023 | 2-hydroxy-N-phenylbenzamide | 87-17-2 | C13H11NO2 | 详情 | 详情 |
Extended Information