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Development of a Robust Process for the Preparation of High-Quality Dicyclopropylamine Hydrochloride
Organic Process Research & Development ( IF 3.1 ) Pub Date : 2014-03-21 00:00:00 , DOI: 10.1021/op500031z
Boguslaw Mudryk 1 , Bin Zheng 1 , Ke Chen 1 , Martin D. Eastgate 1
Affiliation  

A short and efficient process for the preparation of high-quality dicyclopropylamine HCl salt is described. An oxygen-mediated Chan–Lam coupling of N-cyclopropyl 4-nitrobenzenesulfonamide with cyclopropylboronic acid was followed by an optimized p-nosyl deprotection with 1-decanethiol, providing the title compound in high chemical yield. This process addresses many of the challenges and liabilities inherent in previous synthetic approaches to this challenging molecule. The collection of key safety data enabled implementation of an oxygen-mediated process on-scale and ensured safe operation throughout development, optimization, and processing.

中文翻译:

鲁棒性制备高质量二环丙胺盐酸盐的方法的开发

描述了一种短而有效的制备高质量二环丙胺盐酸盐的方法。N-环丙基4-硝基苯磺酰胺与环丙基硼酸的氧介导的Chan-Lam偶联,然后用1-癸烷硫醇进行优化的对-壬基去保护,以高化学收率提供标题化合物。这个过程解决了以前的合成方法固有的许多挑战和责任。关键安全数据的收集使大规模实施氧介导的过程成为可能,并确保了在整个开发,优化和过程中的安全操作。
更新日期:2014-03-21
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