Cesium carbonate → HCID 67955438, compound

Participants

Reaction Conditions

Reaction Steps

4-Chloro-1-(cyclopropylmethyl)-1H-benzotriazol-5-ol (8-5, 50 mg, 0.22 mmol, 1 equiv.) was dissolved in dimethylacetamide (1.5 mL) and treated with 3-bromo-2-chloropyridine (50 mg, 0.25 mmol, 1.15 equiv.) and cesium carbonate (146 mg, 0.45 mmol, 2 equiv). The mixture was stirred under microwave irradiation at 140° C. for 1 hour, treated with additional 3-bromo-2-chloropyridine (50 mg, 0.25 mmol, 1.15 equiv.) and cesium carbonate (80 mg, 0.24 mmol, 1 equiv.) and stirred for an additional hour at 140° C. under microwave irradiation. The mixture was extracted from water (50 mL) with ethyl acetate (3×50 mL) and the combined organic extracts were dried with sodium sulfate, filtered and concentrated in vacuo. The residue was purified via silica gel chromatography (100:0 to 50:50; hexanes:ethyl acetate) to provide the titled compound 395 as a white powder.

Provenance & Evidence