p-Toluenesulfonic acid → HCID 66744105, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-amino-5-(pyridin-4-yl)thiophene-2-carboxamide (110 mg, 0.502 mmol), PTSA (9.5 mg, 0.050 mmol), cyclobutanone (1.0 mL, 13.3 mmol) and acetic acid (1 mL) was stirred at 80° C. for 16 h. Then, the mixture was poured into saturated aqueous NaHCO3 (100 mL). Extraction with EtOAc (100 mL), washing with brine, drying over MgSO4, filtration and concentration under reduced pressure gave a yellow solid. This residue was purified by column chromatography (Purif, silica gel, EtOAc to 95:5 EtOAc/MeOH) to afford yellow solid (30 mg). This solid was triturated with EtOAc/hexane and collected by filtration to afford the title compound (25.6 mg, 19%) as a yellow solid:

Provenance & Evidence