Synthesis of R-[N-methyl-13C]SKF 82957 from [13C]methyl iodide and [13C]methyl triflate

被引:0
作者
DaSilva, Jean N. [1 ,2 ]
Burrow, Timothy E. [3 ]
Wilson, Alan A. [1 ]
Houle, Sylvain [1 ]
机构
[1] Vivian M. Rakoff PET Centre, Department of Psychiatry, University of Toronto, Toronto, Ont. M5T 1R8, Canada
[2] Department of Pharmacology, University of Toronto, Toronto, Ont. M5T 1R8, Canada
[3] Department of Chemistry, University of Toronto, Toronto, Ont. M5T 1R8, Canada
关键词
Alkylation; -; Carbon; Methylation;
D O I
10.1002/1099-1344(200006)43:73.0.CO;2-W
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学科分类号
摘要
With the aim to establish the labeling position in the radiosynthesis of the dopamine D1 agonist R-[(11/13)C]SKF 82957, reaction mixtures containing R-SKF 81297, N-ethyldiisopropylamine, and [13C]methyl iodide or [13C]methyl triflate, were analyzed using 1H- and 13C-NMR, as well as 2D 1H-13C-NMR. Only R-[N-methyl-13C]SKF 82957 was obtained using sub-molar quantities of [13C]methyl iodide. In contrast, a second 13C-labeled peak, likely corresponding to an O-[13C]methylated derivative, was observed with the highly reactive [13C]methyl triflate. Similar results were obtained in the synthesis of the structurally similar R-[13C]SCH 23390.
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页码:701 / 710
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