Derdau Volker, Atzrodt Jens, Zimmermann Jochen, Kroll Carsten, Brückner Francois
Sanofi-Aventis Deutschland GmbH, Isotope Chemistry & Metabolite Synthesis Frankfurt, Industriepark Höchst G876, 65926 Frankfurt am Main, Germany.
Chemistry. 2009 Oct 12;15(40):10397-404. doi: 10.1002/chem.200901107.
Conventional thermal and microwave conditions were compared for hydrogen-deuterium (H/D) exchange reactions of aminobenzoic acids catalysed by NaBD(4)-activated Pd/C or RhCl(3) with D(2)O as the deuterium source. We also investigated different NaBD(4)-activated metal catalysts (including Pd/C, RhCl(3) and Pt/C) under microwave conditions for an efficient H/D exchange of aromatic and heterocyclic compounds. Even higher deuterium incorporations were obtained for Pd/C and Pt/C catalyst mixtures due to the previously observed synergistic effect. Finally, we have applied these optimised conditions for one-step syntheses of the MS standards of several pharmaceutically active compounds.
比较了传统热条件和微波条件下,以重水(D₂O)为氘源,由硼氢化钠(NaBD₄)活化的钯碳(Pd/C)或三氯化铑(RhCl₃)催化的氨基苯甲酸的氢氘(H/D)交换反应。我们还研究了在微波条件下不同的硼氢化钠(NaBD₄)活化金属催化剂(包括Pd/C、RhCl₃和铂碳(Pt/C))用于芳香族和杂环化合物的高效H/D交换。由于之前观察到的协同效应,Pd/C和Pt/C催化剂混合物获得了更高的氘掺入率。最后,我们将这些优化条件应用于几种药物活性化合物的质谱标准品的一步合成。