Sodium Thiosulfate → 5-[1-tert-Butyl-2-(5-methoxy-2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine

Participants

Reaction Steps

To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (50 mg, 0.194 mmol) in DMF (10 mL) is added 5-methoxy-2-1,2,4-triazol-1-yl-benzaldehyde (47 mg, 0.233 mmol) at room temperature. Oxone (119 mg, 0.194 mmol) in H2O (2 mL) is added and the solution is stirred for 1 hour. Saturated sodium thiosulfate solution (5 mL) is added and the mixture is extracted with EtOAc (3×10 mL) and H2O (10 mL). The combined organic layer is dried with MgSO4, filtered and concentrated. The residue is purified by silica gel flash column chromatography eluting with 10% MeOH in CH2Cl2 to afford the title compound (41 mg, 47%) as a pale brown solid. LCMS (ESMS): m/z 441.20 (M++1).

Provenance & Evidence