Cycloheptanone → HCID 66743831, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (0.108 g, 0.500 mmol), cycloheptanone (1.0 mL), p-toluenesulfonic acid monohydrate (0.0095 g, 0.050 mmol) and acetic acid (2.0 mL) was stirred for 2 h at 110° C. in a sealed tube. Then, this mixture was poured into sat. aqueous sodium hydrogen carbonate. Extraction with ethyl acetate, washing with brine, drying over magnesium sulfate, filtration and concentration at reduced pressure were carried out. This residue was purified by column chromatography (Combiflash, 12 g silica gel, dichloromethane to 90:10 dichloromethane/methanol), then recrystallized from methanol-ethyl acetate and the crystals were collected by filtration to afford the title compound (0.0226 g, 14%) as a yellow solid:

Provenance & Evidence