Cesium carbonate → HCID 86603521, compound

Participants

Reaction Steps

A mixture of 6-[2-(1-methyl-1H-indol-3-yl)-oxazol-5-yl]-naphthalen-2-ol (289 mg, 0.843 mmol), prepared in step 4 of Example 8, methyl bromoacetate (80 μL, 0.845 mmol) and cesium carbonate (852 mg, 2.61 mmol) in 50 mL of acetone was stirred under nitrogen at room temperature for 19 h (overnight). The acetone was removed under reduced pressure and the residue partitioned between methylene chloride and water. The organic layer was separated and the aqueous layer extracted two times with methylene chloride. The combined extracts were dried (MgSO4), filtered and the solvent removed under reduced pressure to give methyl ({6-[2-(1-methyl-1H-indol-3-yl)-1,3-oxazol-5-yl]-2-naphthyl}oxy)acetate (289 mg, 90%) as a tan solid, mp 187-189° C. Elemental Analysis for C25H20N2O4 Calc'd: C, 72.80; H, 4.89; N, 6.79. Found: C, 71.55; H, 4.86; N, 6.53

Provenance & Evidence