Potassium Carbonate → HCID 59846162, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(2-amino-4-chlorophenyl)-3-[4-(4-methylpiperazine-1-sulfonyl)-phenyl]-propan-1-one (1.268 g), copper powder (38 mg), KI (99 mg), K2CO3 (829 mg) and iodobenzene (1.35 mL) in dibutyl ether (25 mL) was heated to 160° C. (oil bath temperature) overnight. Additional copper powder (38 mg), KI (99 mg), K2CO3 (829 mg) and iodobenzene (1.35 mL) were added, and the resulting mixture was again stirred at 160° C. overnight. The reaction mixture was then cooled and concentrated under reduced pressure. The residue was partitioned between water and EtOAc, the organic layer was separated, and the aqueous layer was extracted 2× with EtOAc (50 mL). The combined organic extracts were washed with brine, dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure. The crude residue was purified by flash chromatography (DCM/MeOH, 100/0 for 5 minutes, 98/2 from minute 8 to 20) to give 1-(4-chloro-2-phenylaminophenyl)-3-[4-(4-methylpiperazine-1-sulfonyl)-phenyl]-propan-1-one (1.02 g; 68% yield). MS=498.0 [M+H]+.

Provenance & Evidence