Synthesis of 2-(2-aminopyrimidine)-2,2-difluoroethanols as potential bioisosters of salicylidene acylhydrazides.
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.
Dahlgren
Markus K
MK
Department of Chemistry, Umeå University, SE-90187 Umeå, Sweden.
Oberg
Christopher T
CT
Wallin
Erika A
EA
Janson
Pär G
PG
Elofsson
Mikael
M
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry*; D006834:Hydrazines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D011743:Pyrimidines / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D006834:Hydrazines; D011743:Pyrimidines; C012180:2-aminopyrimidine