Sodium Iodide → HCID 86710246, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(1H-pyrazol-4-yl)-1,3-benzoxazole (0.250 g, 1.35 mmol) in acetonitrile (10 mL) was added cesium carbonate (1.10 g, 3.38 mmol, 2.5 eq), sodium iodide (0.041 g, 0.270 mmol, 0.2 eq) and (R)-ethyl 4-bromo-2-methyl-2-(methylsulfonyl)butanoate (0.504 g, 1.76 mmol, 1.3 eq). The mixture was heated at 50° C. overnight. The reaction mixture was filtered over a pad of diatomateous earth. The filtrate was evaporated and the crude was purified by flash chromatography on silica gel eluting with 10-100% ethyl acetate/heptane to give ethyl (2R)-4-[4-(1,3-benzoxazol-2-yl)-1H-pyrazol-1-yl]-2-methyl-2-(methylsulfonyl)butanoate (0.482 g, 91% yield) as a white solid. LC-MS M+H+392.1.

Provenance & Evidence