Sodium Carbonate → HCID 67225872, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-[2-(5-bromo-1-tert-butyl-1H-benzimidazol-2-yl)-phenyl]-[1,2,4]oxadiazole-5-carboxylic acid methylamide (150 mg, 0.32 mmol) in DMF (2 mL) in a sealed vessel are added 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-ylamine (85 mg, 0.38 mmol), 2 M Na2CO3 solution (0.48 mL, 0.96 mmol) and PdCl2(PPh3)2 (11 mg, 0.02 mmol) at room temperature. The solution is heated to 80° C. for 2 hours. The reaction mixture is cooled to room temperature and filtered through diatomaceous earth and concentrated in vacuo. Purification via flash chromatography (10 g silica gel, 2-3.5% MeOH/CH2Cl2) affords the title compound (18.4 mg, 12%). LCMS (ESMS): m/z 469.30 (M++1)

Provenance & Evidence