1-Fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) → HCID 86700512, compound

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Reaction Steps

A solution of (2S,4S)-2-[4-(4-bromo-phenyl)-1H-imidazol-2-yl]-4-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester (500 mg, 1.23 mmol) and 1-fluoro-4-hydroxy-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) (436 mg, 1.36 mmol) in DMF (20 mL) was stirred at RT for 1 h, concentrated by rotary evaporation, and purified by silica gel chromatography (0-100% EtOAc/hexanes with 1% Et3N). Desired fractions were collected and concentrated to provide the title intermediate (180 mg, 35% yield). (m/z): [M+H]+ calcd for C19H24BrFN3O2 424.10, 426.09 found 424.1.

Provenance & Evidence