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【结 构 式】

【分子编号】44647

【品名】[2-(4-methyl-2-phenyl-1-piperazinyl)-3-pyridinyl]methanol

【CA登记号】

【 分 子 式 】C17H21N3O

【 分 子 量 】283.37336

【元素组成】C 72.06% H 7.47% N 14.83% O 5.65%

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:(VII)

2) [14C]-Labeled: The condensation of 2-chloro-3-nitropyridine (I) with 1-methyl-3-phenylpiperazine (II) by means of KF at 140 C in DMF gives 4-methyl-1-(3-nitropyridin-2-yl)-2-phenylpiperazine (III), which is reduced with H2 over Pd/C in ethanol to the amine (IV). The reaction of (IV) with pentyl nitrite and bromoform at 100 C yields 1-(3-bromopyridin-2-yl)-4-methyl-2-phenylpiperazine (V), which by reaction with butyllithium and [14C]-labeled CO2 in ether is converted into 2-(4-methyl-2-phenylpiperazin-1-yl)pyridine-3-carboxylic acid (VI). The reduction of (VI) with LiAlH4 in hot THF affords the corresponding alcohol (VII), which is finally cyclized in hot H2SO4.

1 Wieringa, J.H.; Kaspersen, F.M.; van Rooij, F.A.M.; Sperling, E.G.M.; The synthesis of ORG 3770 labelled with 3H, 13C and 14C. J Label Compd Radiopharm 1989, 27, 9, 1055.
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) 10321 2-Chloro-3-nitropyridine 5470-18-8 C5H3ClN2O2 详情 详情
(II) 10322 1-Methyl-3-phenylpiperazine 5271-27-2 C11H16N2 详情 详情
(III) 10323 4-Methyl-1-(3-nitro-2-pyridinyl)-2-phenylpiperazine C16H18N4O2 详情 详情
(IV) 10324 2-(4-Methyl-2-phenylpiperazino)-3-pyridinamine; 2-(4-Methyl-2-phenylpiperazino)-3-pyridinylamine C16H20N4 详情 详情
(V) 10325 1-(3-Bromo-2-pyridinyl)-4-methyl-2-phenylpiperazine C16H18BrN3 详情 详情
(VI) 10326 2-(4-Methyl-2-phenylpiperazino)nicotinic acid C17H19N3O2 详情 详情
(VI) 44646 2-(4-methyl-2-phenyl-1-piperazinyl)nicotinic acid C17H19N3O2 详情 详情
(VII) 10320 [2-(4-Methyl-2-phenylpiperazino)-3-pyridinyl]methanol 61337-89-1 C17H21N3O 详情 详情
(VII) 44647 [2-(4-methyl-2-phenyl-1-piperazinyl)-3-pyridinyl]methanol C17H21N3O 详情 详情
Extended Information