Potassium Acetate → HCID 71233350, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of (1R,2R)—N1-(4-bromopyridin-2-yl)-N2-((S)-1-(4-(trifluoromethyl)phenyl)piperidin-3-yl)cyclohexane-1,2-diamine (40 mg, 0.080 mmol), potassium acetate (31.6 mg, 0.322 mmol), palladium(II) acetate (3.6 mg, 0.016 mmol) and 1,1′-bis(diphenylphosphino)ferrocene (35.7 mg, 0.064 mmol) in DMSO (0.5 mL) was purged with carbon monoxide for 5 min, then stirred under a CO balloon at 60° C. for 14 hr. DMSO was removed by vacuum and the residue was dissolved in acetonitrile, filtered, and the filtrate was concentrated. The residue was purified by RP prep-HPLC (method C) to afford 2-(((1R,2R)-2-(((S)-1-(4-(trifluoromethyl)phenyl)piperidin-3-yl)amino)cyclohexyl)amino)isonicotinic acid (32 mg, 0.056 mmol, 69% yield).

Provenance & Evidence