1,1'-Carbonyldiimidazole → HCID 25174484, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of N-(4-(2-amino-5-chlorothiazol-4-yl)phenyl)methanesulfonamide 13 (0.100 g, 0.33 mmol), DMAP (0.056 g, 0.46 mmol), and CDI (0.085 g, 0.52 mmol) was added DMF (0.5 mL). The reaction mixture was heated to 40° C. for 13 h and N-methyl-3,3-diphenylpropan-1-amine 12 (0.111 g, 0.49 mmol) was added. The reaction mixture was heated to 40° C. for 2 d. 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 1% to 5% MeOH in DCM) gave 3-(5-chloro-4-(4-(methylsulfonamido)-phenyl)thiazol-2-yl)-1-(3,3-diphenylpropyl)-1-methylurea 14 as a white foam. Mass spectrum: calculated for C27H27ClN4O3S2 554.2; found 555.2 (M++1).

Provenance & Evidence