Sodium Carbonate → HCID 58541985, compound

Participants

Reaction Conditions

Reaction Steps

To a sealed vial is added 5-bromo-1-tert-butyl-2-[2-(2H-tetrazol-5-yl)-phenyl]-1H-benzimidazole (190 mg, 0.478 mmol) in DMF (5 mL), followed by the addition of 2-aminopyrimidine-5-boronic acid pinacol ester (126 mg, 0.57 mmol), tetrakis(triphenylphosphine)palladium(0) (55 mg, 0.048 mmol) and 2M aq. Na2CO3 (1 mL, 2 mmol). The reaction mixture is heated under Argon at 110° C. for 3 hours. The residue is diluted with EtOAc, washed with brine, dried with Na2SO4, filtered and concentrated. The residue is loaded onto a silica gel column. The column is eluted with 0-20% 7M NH3 in MeOH/CH2Cl2. The product fractions are collected and concentrated to afford the title compound (16 mg, 8%) as a light yellow solid. LCMS (ESMS): m/z 412.67 (M++1)

Provenance & Evidence