N,N'-Dimethylethylenediamine → 5-[1-tert-Butyl-2-(5-methanesulfonyl-2-[1,2,4]triazol-1-yl-phenyl)-1H-benzoimidazol-5-yl]-pyrimidin-2-ylamine

Participants

Reaction Conditions

Reaction Steps

To a microwave vial is added 5-[2-(5-bromo-2-[1,2,4]triazol-1-yl-phenyl)-1-tert-butyl-1H-benzoimidazol-5-yl]-pyrimidin-2-ylamine (example 6) (237 mg, 0.48 mmol) in DMSO (10 mL), followed by the addition of methanesulfinic acid sodium salt (123 mg, 0.96 mmol), copper(II) trifluoromethanesulphonate (175 mg, 0.48 mmol) and N,N′-dimethylethylenediamine (85 mg, 0.96 mmol). The reaction mixture is heated in microwave reactor at 120° C. for 1.5 hours. The reaction mixture is diluted with EtOAc (20 mL) and water (10 mL). The organic layer is separated, washed with brine (10 mL), dried under anhydrous Na2SO4 (500 mg). The mixture is filtered and concentrated. The residue is purified by silica gel flash chromatography with 0-8% MeOH/CH2Cl2 as the eluent. The product fractions are collected and concentrated to afford the title compound (233 mg, 99%). LCMS (ESMS): m/z 489.52 (M++1)

Provenance & Evidence