Cesium carbonate → HCID 66802732, compound

Participants

Reaction Steps

Methyl 5-aminopyridine-2-carboxylate (Intermediate 168, 200 mg, 1.31 mmol) and cesium carbonate (642 mg, 1.97 mmol) were dissolved in anhydrous DMF (2 mL) and stirred under nitrogen for 10 min. 2,2,2-Trifluoroethyl trifluoromethanesulfonate (246 μL, 1.70 mmol) was added and the mixture was stirred at room temperature for 18 h. Further cesium carbonate (642 mg, 1.97 mmol) and 2,2,2-trifluoroethyl trifluoromethanesulfonate (246 μL, 1.70 mmol) were added and the mixture was stirred at 85 C for 6 h. The mixture was diluted with EtOAc (50 mL) and washed with water (3×20 mL), then brine (20 mL) and then dried over sodium sulfate and evaporated under vacuum. The crude residue was purified by flash chromatography (0-10% EtOAc in heptane) to afford the title compound as a white solid (75 mg, 24%). Method B HPLC-MS: MH+ requires m/z=235. Found: m/z=235, Rt=1.76 min (84%).

Provenance & Evidence