Cesium carbonate → HCID 57419565, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of the compound from step 1 (0.59 g, 2 mmol) and 1-iodo-4-methoxy-benzene (0.47 g, 2 mmol) in anhydrous dioxane (8 mL) were added cesium carbonate (1.26 g, 4 mmol), N,N-dimethylglycine. HCl (0.036 g, 0.25 mmol), and copper (I) iodide (0.015 g, 0.078 mmol) and the reaction mixture was stirred at 90° C. for 24 h under nitrogen. The mixture was filtered and partitioned between ethyl acetate (153 mL) and water (100 mL). The organic layers were washed with brine, dried over anhydrous Na2SO4, and concentrated to give a off-white oil, which was purified by silica gel flash chromatography to afford the title product (85 mg, 11.4%) as a light yellow solid: MS (ESI) m/z 359 (M+H). 1H NMR (400 MHz, CDCl3) δ 2.62 (t, J=4.8 Hz, 4H), 3.14 (t, J=4.8 Hz, 4H), 3.57 (s, 2H), 3.78 (s, 3H), 6.83-6.93 (m, 8H), 7.30-7.34 (m, 5H).

Provenance & Evidence