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【结 构 式】

【分子编号】32834

【品名】3-phenyl-3,4-dihydro-2(1H)-quinolinone

【CA登记号】

【 分 子 式 】C15H13NO

【 分 子 量 】223.27436

【元素组成】C 80.69% H 5.87% N 6.27% O 7.17%

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:(V)

Condensation of 2-nitrobenzaldehyde (I) with methyl phenylacetate (II) in the presence of lithium diisopropylamide in cold THF provided hydroxyester (III). Reduction of the nitro group of (III) with concomitant cyclization by hydrogenation over Pd/C in EtOAc produced the dihydroquinolinone (IV). Further hydrogenolysis of the hydroxyl group of (IV) over Pd/C in AcOH gave (V), which was finally alkylated with benzyl bromide and NaH to yield the N-benzylquinolinone.

1 Cho, W.-J.; Lee, J.Y.; Chung, B.-H.; Kim, T.S.; Choi, B.-G.; Cheon, S.H.; Studies on the synthesis and in vitro antitumor activity of the isoquinolone derivatives. Arch Pharmacal Res 1999, 22, 2, 179.
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) 11370 2-Nitrobenzaldehyde 552-89-6 C7H5NO3 详情 详情
(II) 32831 methyl 2-phenylacetate 101-41-7 C9H10O2 详情 详情
(III) 32832 methyl 3-hydroxy-3-(2-nitrophenyl)-2-phenylpropanoate C16H15NO5 详情 详情
(IV) 32833 4-hydroxy-3-phenyl-3,4-dihydro-2(1H)-quinolinone C15H13NO2 详情 详情
(V) 32834 3-phenyl-3,4-dihydro-2(1H)-quinolinone C15H13NO 详情 详情
Extended Information