Deuterium‐labeled compounds play a pivotal role in physical organic chemistry, life sciences, and materials science. This has resulted in a surge of interest in deuterium‐labeled active pharmaceutical ingredients in recent years. In this study, we present a continuous flow Raney nickel‐catalyzed hydrogen isotope exchange process that boasts compatibility with a wide spectrum of nitrogen‐containing heterocycles and pharmaceutical compounds. The broad applicability of the developed method was demonstrated through successful labeling of various purine bases, imidazoles, pyridines, and active pharmaceutical ingredients, including complex structures like abacavir and remdesivir. Control experiments revealed Raney nickel's crucial role in the exchange process, showcasing the superiority of the continuous flow approach over batch reactions. Furthermore, a scaled‐up experiment demonstrated the robustness of the catalyst.

中文翻译：

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连续流动条件下雷尼镍催化氘标记含氮杂环化合物和药物


氘标记化合物在物理有机化学、生命科学和材料科学中发挥着关键作用。这导致近年来人们对氘标记的活性药物成分的兴趣激增。在这项研究中，我们提出了一种连续流雷尼镍催化氢同位素交换工艺，该工艺与多种含氮杂环和药物化合物兼容。通过成功标记各种嘌呤碱基、咪唑、吡啶和活性药物成分（包括阿巴卡韦和瑞德西韦等复杂结构），证明了所开发方法的广泛适用性。对照实验揭示了雷尼镍在交换过程中的关键作用，展示了连续流动方法相对于间歇反应的优越性。此外，放大实验证明了催化剂的稳健性。