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Molecules 2010, 15(6), 4423-4438; https://doi.org/10.3390/molecules15064423

Synthesis of 2-(2-Aminopyrimidine)-2,2-difluoroethanols as Potential Bioisosters of Salicylidene Acylhydrazides

Department of Chemistry, Umeå University, SE-90187 Umeå, Sweden
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Received: 19 May 2010 / Revised: 11 June 2010 / Accepted: 17 June 2010 / Published: 21 June 2010
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Abstract

Salicylidene acylhydrazides are inhibitors of type III secretion in several Gram-negative pathogens. To further develop the salicylidene acylhydrazides, scaffold hopping was applied to replace the core fragment of the compounds. The novel 2-(2-amino-pyrimidine)-2,2-difluoroethanol scaffold was identified as a possible analog to the salicylidene acylhydrazide core structure. The synthesis of a library of 2-(2-amino-pyrimidine)-2,2-difluoro-ethanols is described in this paper.
Keywords: scaffold hopping; Reformatsky reaction; salicylidene acylhydrazide; type III secretion scaffold hopping; Reformatsky reaction; salicylidene acylhydrazide; type III secretion
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Dahlgren, M.K.; Öberg, C.T.; Wallin, E.A.; Janson, P.G.; Elofsson, M. Synthesis of 2-(2-Aminopyrimidine)-2,2-difluoroethanols as Potential Bioisosters of Salicylidene Acylhydrazides. Molecules 2010, 15, 4423-4438.

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