Sodium Bicarbonate → 5-{1-tert-Butyl-2-[2-(4-methyl-pyrazol-1-yl)-phenyl]-1H-benzimidazol-5-yl}-pyrimidin-2-ylamine

Participants

Reaction Steps

A solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (180 mg, 0.70 mmol) and 2-(4-methyl-pyrazol-1-yl)-benzaldehyde (130 mg, 0.70 mmol) in acetic acid (5 mL) is warmed to 100° C. for 16 hours then cooled to room temperature and neutralized with NaHCO3 (sat.). The product is extracted into EtOAc (3×) and the combined organics are dried (MgSO4), filtered and concentrated. Purification via flash chromatography (12 g silica gel, 0-5% MeOH/CH2Cl2) affords the title compound (105 mg, 35%). LCMS (ESMS): m/z 424.20 (M++1)

Provenance & Evidence