Ethyl ketone → HCID 66743631, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (0.108 g, 0.500 mmol), 3-pentanone (1.0 mL), p-toluenesulfonic acid monohydrate (0.0096 g, 0.050 mmol) and acetic acid (3.0 mL) was stirred for 3 h at 70° C. The reaction mixture was poured into aqueous sodium hydrogen carbonate (200 mL). Extraction with ethyl acetate (100 mL, 50 mL), washing with aqueous sodium hydrogen carbonate, drying over magnesium sulfate, filtration and concentration at reduced pressure gave a residue, which was purified by column chromatography (40 g, silica, Combiflash, dichloromethane to 90:10 dichloromethane/methanol), then triturated with ethyl acetate. The precipitate was collected by filtration to afford the title compound (0.040 g, 28%) as a yellow solid:

Provenance & Evidence