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Multigram-scale synthesis of GSK 2,256,294, an inhibitor of soluble epoxide hydrolase in clinical evaluation

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This paper described the development of an improved, practical and efficient protocol method for the multigram-scale synthesis of GSK 2,256,294, an orally bioavailable potent and selective inhibitor of sEH. The key to this optimization was the design and development of a novel synthetic strategy, which involved the preparation of 4-(aminomethyl)-3-(trifluoromethyl)benzonitrile (3) and 4-chloro-N,6-dimethyl-1,3,5-triazin-2-amine (6). The developed process provided an overall yield of 26.8%, which enabled us to rapidly synthesize large quantities of GSK 2,256,294 in 99% purity.

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Correspondence to Yunlei Hou or Yanfang Zhao.

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Duan, M., Fu, S., Han, Y. et al. Multigram-scale synthesis of GSK 2,256,294, an inhibitor of soluble epoxide hydrolase in clinical evaluation. Chem. Pap. 76, 2883–2891 (2022). https://doi.org/10.1007/s11696-021-01993-1

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  • DOI: https://doi.org/10.1007/s11696-021-01993-1

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