Bromomethylcyclopropane → HCID 59547975, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-{1-[(2-chloro-5-hydroxyphenyl)methyl]-1H-pyrazol-3-yl}-2,6-difluorobenzamide (for as preparation see Intermediate 13) (46 mg, 0.126 mmol) in DMSO (0.5 ml) was added potassium t-butoxide (15 mg, 0.134 mmol). The reaction was stirred for 10 min. To the reaction mixture was added (bromomethyl)cyclopropane (0.012 ml, 0.126 mmol, Lancaster). The reaction was heated to 60° C. and stirred overnight under nitrogen. The reaction mixture was filtered through a hydrophobic frit and the filtrate diluted with methanol (0.5 ml) and the sample purified by MDAP on Sunfire C18 column using Acetonitrile-Water with a Formic acid modifier (Method B). The solvent was evaporated in vacuo to give the title compound as a white solid (15.6 mg); LCMS: (System 4) MH+=418, tRET=3.20 min.

Provenance & Evidence