Triethylamine → HCID 58541943, compound

Participants

Reaction Steps

To a round bottom flask is added 2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-benzoic acid hydrazide (310 mg, 0.8 mmol) in THF (4 mL), followed by the addition of triethylamine (2 mL) and CDI (390 mg, 2.405 mmol). The reaction mixture is stirred at room temperature for 18 hours. The reaction mixture is diluted with EtOAc/water. The organic layer is separated, washed with brine, dried under anhydrous Na2SO4, filtered and concentrated. The residue is purified by silica gel flash column chromatography with 0-5% MeOH/CH2Cl2 as the eluent to afford 5-[2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-phenyl]-3H-[1,3,4]oxadiazol-2-one (140 mg, 42%) as a light brown solid. LCMS (ESMS): m/z 413.07, 415.04 (M++1).

Provenance & Evidence