Iodoacetamide → HCID 24960550, compound

Participants

Reaction Steps

To a chilled (0° C.) solution of 78 mg (0.18 mmol) of (1H-Indol-7-yl)-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]ethyl}amine in 5 mL of DMF was added 15 mg (1.09 mmol) of powder KOH followed by 37 mg (1.09 mmol) of iodoacetamide. The mixture stirred overnight at room temperature. The mixture was then poured onto ice water and extracted with three 20 mL portions of ethyl acetate. The combined organic layers were washed with brine, saturated aqueous ammonium chloride, brine, and dried over sodium sulfate. The crude material was loaded onto a silica cartridge and purified by Combiflash chromatography using a 0-60% EtOAc-hexanes (0-60% gradient) to afford 30 mg (38%) of the title compound as a colorless foam, m.p. 105° C.

Provenance & Evidence