Short Synthesis of a Proline Amide Orexin Receptor Antagonist on the Pilot Plant Scale

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• 作者：Simone Tortoioli ; Daniel Marchal ; Martin Kesselgruber ; Thomas Pabst ; Wolfgang Skranc ; Stefan Abele
• 刊名：Organic Process Research & Development
• 出版年：2014
• 出版时间：December 19, 2014
• 年：2014
• 卷：18
• 期：12
• 页码：1759-1762
• 全文大小：284K
• ISSN：1520-586X

文摘

A three-step fully telescoped synthesis of an N-sulfonyl proline amide, a nonpeptide antagonist of human orexin receptors, is described. The process development from the medicinal chemistry route up to the 240 kg production of 1 is discussed with a focus on an economical and efficient amide bond formation and identification of a new polymorph. The routes are compared using green metrics.