Cesium carbonate → HCID 66743305, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 5-bromo-3-[(trifluoroacetyl)amino]thiophene-2-carboxylate (500 mg, 1.51 mmol), 1-(bromomethyl)-3-nitrobenzene (490 mg, 2.27 mmol), cesium carbonate (1.23 g, 3.78 mmol) and DMF (10 mL) was stirred at 70° C. for 1 h. Then, water was added to quench the reaction. The organic materials were extracted with EtOAc. The combined extracts were washed with water and brine, dried over Na2SO4 and filtered. After removal of the solvent at reduced pressure, the residue was purified by column chromatography (Purif, silica gel, hexane to 80:20 hexane/EtOAc) to give a yellow oil. A mixture of this oil, MeOH (5 mL), potassium carbonate (500 mg) and water (2.5 mL) was stirred at room temperature for 0.5 h. After removal of the solvent at reduced pressure, the organic materials were extracted with EtOAc. The combined extracts were washed with brine, dried over Na2SO4 and filtered. After removal of the solvent at reduced pressure, the title compound (495 mg, 88%) was obtained as a yellow oil:

Provenance & Evidence