Potassium Carbonate → HCID 57475959, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-(methoxymethyl)-7-[(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (6.25 g), 1-bromo-2-ethoxyethane (3.41 g), potassium carbonate (7.09 g) and N,N-dimethylformamide (30 mL) was stirred at 75° C. for 6 hr. The reaction mixture was diluted with ethyl acetate and saturated brine. The organic layer was washed with aqueous sodium bicarbonate and saturated brine, dried over magnesium sulfate and filtrated. The filtrate was concentrated, subjected to NH silica gel column chromatography, and eluted with an ethyl acetate.hexane (2:1) mixture to give a solid. A mixture of this solid (5.50 g), oxalic acid dihydrate (4.77 g), methanol (50 mL) and water (50 mL) was stirred at 90° C. for 14 hr. The reaction mixture was cooled to room temperature and diluted with water. The crystallized solid was washed with water to give the title compound (4.70 g, yield 95%) as crystals. melting point 135° C.

Provenance & Evidence