Potassium Carbonate → HCID 46913422, compound

Participants

Reaction Conditions

Reaction Steps

To a 5 mL microwave tube was added 6-bromo-3-(5,6-dimethoxypyridin-3-yl)imidazo[1,2-a]pyridine (0.070 g, 0.21 mmol), 2-oxazolidinone (0.027 g, 0.31 mmol), copper(I) iodide (4.0 mg, 0.021 mmol), (1R,2R)—N1,N2-dimethylcyclohexane-1,2-diamine (0.0033 ml, 0.021 mmol), potassium carbonate (0.025 ml, 0.42 mmol), and dioxane (3 mL). The resulting reaction mixture was sealed and heated to 100° C. in closed system for 6 h. The mixture was cooled to rt and the solvent was removed. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep®, 12 g SiO2, methylene chloride:methanol=94%:6%, Flow=30 mL/min). A peak at 15 min was collected. The solvent was removed in vacuo to afford the desired product as white solid (20 mg). MS (ESI pos. ion) m/z: 341.0. Calcd exact mass for C14H12BrN3O2: 340.12. 1H NMR (300 MHz, DMSO-d6) δ ppm 3.87 (s, 3H) 3.94 (s, 3H) 4.12 (t, J=7.89 Hz, 2H) 4.46 (t, J=7.89 Hz, 2H) 7.57 (s, 1H) 7.63 (d, J=1.61 Hz, 1H) 7.69-7.75 (m, 1H) 7.79 (s, 1H) 7.98 (s, 1H) 8.72 (s, 1H).

Provenance & Evidence