Potassium Carbonate → HCID 59846238, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(2-aminophenyl)-3-[4-(4-methylpiperazine-1-sulfonyl)-phenyl]-propan-1-one (1.16 g), copper powder (90 mg), KI (19.7 mg), K2CO3 (495 mg) and iodobenzene (1.3 mL) in dibutyl ether (25 mL) was heated at 160° C. (oil bath temperature) overnight. A second aliquot of KI (19.7 mg), K2CO3 (495 mg) and iodobenzene (1.30 mL) was added, and the resulting mixture again heated at 160° C. overnight. The reaction mixture was then cooled and concentrated under reduced pressure. The residue was partitioned between water (50 mL) and EtOAc (50 mL), the organic layer separated, and the aqueous layer was extracted with EtOAc (2×50 mL). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (DCM/MeOH, 98:2 for 5 minutes, 95:5 from minutes 10 to 15) to afford 3-[4-(4-methyl-piperazine-1-sulfonyl)-phenyl]-1-(2-phenylaminophenyl)-propan-1-one (258 mg). MS=464.0 [M+H]+.

Provenance & Evidence