1,1'-Carbonyldiimidazole → 2,6-dichloro-N-methyl-N-{[4-({4-[(1-methylpiperidin-4-yl)methyl]piperazin-1-yl}carbonyl)furan-2-yl]methyl}benzenesulfonamide

Participants

Reaction Steps

5-({[(2,6-dichlorophenyl)sulfonyl](methyl)amino}methyl)furan-3-carboxylic acid (465 mg, 1.3 mmol) was dissolved in DCE (40 mL) and CDI (422 mg, 2.6 mmol) was added. The reaction was stirred for 1 h. 4 mL of activated acid solution in DCE was added to a vial containing 1-[(1-methylpiperidin-4-yl)methyl]piperazine (51 mg, 0.258 mmol). The reaction was stirred at ambient temperature for 3 days, then washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4 and shaken with PL-MIA and Ambersep resins, then filtered. The solvent was removed in vacuo and a portion of the crude product purified using prep method B.

Provenance & Evidence