Acetic Acid → HCID 59568806, compound

Participants

Reaction Steps

To a solution of 4(R)-(4-Fluoro-phenyl)-4-methoxy-2(S)-(2-oxo-ethyl)-butyric acid methyl ester (200 mg, 0.74 mmol) and piperazine-1-carboxylic acid tert-butyl ester (166 mg, 0.89 mmol) was added NaBH(OAc)3 (218 mg, 1.03 mmol) and AcOH (53.4 mg, 51 μL, 0.89 mmol) at room temperature. The mixture was stirred for 8 h at the room temperature. The reaction was quenched by pouring into 20 mL 5% aqueous NaOH and diluted with ethylacetate. The mixture was extracted with ethyl acetate (3×15 mL) and the combined organic layers washed with brine (2×10 mL) and dried over Na2SO4. The mixture was concentrated under reduced pressure and the product isolated by flash column chromatography eluting with 6% to 60% ethyl acetate/hexane to provide 270 mg of the title compound as an colorless oil.

Provenance & Evidence