Sodium Carbonate → HCID 58541903, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed vial is added 5-[2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-phenyl]-3H-[1,3,4]oxadiazol-2-one (40 mg, 0.097 mmol) in DMF (3 mL), followed by the addition of 2-aminopyrimidine-5-boronic acid pinacol ester (25 mg, 0.113 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (8 mg, 0.011 mmol) and 2M aq. Na2CO3 (0.2 ml, 0.4 mmol). The reaction mixture is heated under Argon at 100° C. for 6 hours. The residue is diluted with EtOAc (20 mL), washed with brine, dried under anhydrous Na2SO4, filtered and concentrated. The residue is purified by silica gel flash column chromatography with 0-10% 7M NH3 in MeOH/CH2Cl2 as the eluent to afford the title compound (4 mg, 10%) as a pale-white solid. LCMS (ESMS): m/z 428.87 (M++1).

Provenance & Evidence