Cesium carbonate → HCID 57502457, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of n-cyclohexylethanolamine (0.48 g, 3.4 mmol) and 2,6-dichloropyrazine (0.50 g, 3.4 mmol) in toluene (17 mL) was added 3,4,7,8-tetramethyl-1,10-phenanthroline (7.9 mg, 0.034 mmol), copper iodide (0.032 g, 0.17 mmol) and cesium carbonate (2.2 g, 6.7 mmol). The reaction mixture was stirred at 100° C. After 18 h, the reaction mixture was cooled to room temperature, diluted with EtOAc (50 mL), filtered through celite and concentrated. The crude residue was purified by silica gel chromatography (EtOAc/Hexanes gradient) to afford N-{2-[(6-chloropyrazin-2-yl)oxy]ethyl}cyclohexanamine as an orange oil. LRMS (ESI) calculated for C12H18ClN3O [M+H]+, 256.1; found 256.1.

Provenance & Evidence