A Scalable Synthesis of 2‑(1,2,4-Oxadiazol-3-yl)propan-2-amine Hydrobromide Using a Process Safety-Driven Protecting Group Strategy

A safe and scalable synthesis of 2-(1,2,4-oxadiazol-3-yl)­propan-2-amine hydrobromide is described. A process safety-driven synthetic strategy was employed for the selection of thermally stable compounds en route to the target 1,2,4-oxadiazole. Application of process safety principles and tools for...

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Bibliographic Details
Published in:Organic process research & development 2016-07, Vol.20 (7), p.1328-1335
Main Authors: Likhite, Nachiket, Lakshminarasimhan, Thirumalai, Rao, Mallem H. V. Ramana, Shekarappa, Vijaykumar, Sidar, Somprabha, Subramanian, Varadharajan, Fraunhoffer, Kenneth J, Leung, Simon, Vaidyanathan, Rajappa
Format: Article
Language:English
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Summary:A safe and scalable synthesis of 2-(1,2,4-oxadiazol-3-yl)­propan-2-amine hydrobromide is described. A process safety-driven synthetic strategy was employed for the selection of thermally stable compounds en route to the target 1,2,4-oxadiazole. Application of process safety principles and tools for predicting the stability of process streams, isolated compounds, and for defining optimum reaction parameters are discussed in detail. The effect of protecting groups on the thermal stability of isolated intermediates is also highlighted.
ISSN:1083-6160
1520-586X
DOI:10.1021/acs.oprd.6b00145