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【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