1,1'-Carbonyldiimidazole → 1-(3,3-Diphenylpropyl)-1-isopropyl-3-(4-(4-(methylsulfonamido)phenyl)thiazol-2-yl)urea

Participants

Reaction Steps

To a solution of CDI (0.163 g, 1.01 mmol) and DMAP (0.129 g, 1.06 mmol) in DMF (1 mL) at room temperature was added N-(4-(2-aminothiazol-4-yl)phenyl)methanesulfonamide 5 (0.178 g, 0.661 mmol). The reaction mixture was stirred at room temperature for 40 h and N-isopropyl-3,3-diphenylpropan-1-amine 2 (0.215 g, 0.849 mmol) was added. The reaction mixture was stirred at room temperature for 8 h and heated to 40° C. for 15 h. Direct purification by flash column chromatography on silica gel (eluted with 10% to 50% EtOAc in DCM) followed by purification by flash column chromatography on silica gel (eluted with 30% to 80% EtOAc in hexanes) gave 1-(3,3-diphenylpropyl)-1-isopropyl-3-(4-(4-(methylsulfonamido)-phenyl)thiazol-2-yl)urea 6 (0.219 g, 60.4% yield) as a white solid.

Provenance & Evidence