Sodium Carbonate → HCID 58541923, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed vial is added 5-bromo-1-tert-butyl-2-[2-(5-methyl-1H-1,2,4-triazol-3-yl)-phenyl]-1H-benzimidazole (78 mg, 0.19 mmol) in DMF (3 mL), followed by the addition of 2-aminopyrimidine-5-boronic acid pinacol ester (50 mg, 0.226 mmol), bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (20 mg, 0.028 mmol) and 2M aq. Na2CO3 (0.4 mL, 0.8 mmol). The reaction mixture is heated under Argon at 100° C. for 10 hours. The residue is diluted with EtOAc, washed with brine, dried under Na2SO4, is filtered and is concentrated. The residue is loaded to a silica gel column. The column is eluted with 0-8% 7M NH3 in MeOH/CH2Cl2. The product fractions are collected and concentrated to afford the title compound (20 mg, 25%) as a off-white solid. LCMS (ESMS): m/z 425.79 (M++1)

Provenance & Evidence