Acetic Acid → HCID 59568860, compound

Participants

Reaction Steps

To a solution of (S)-methyl 2-((R)-2-(4-fluorophenyl)-2-methoxyethyl)-6-oxohexanoate (40 mg, 0.13 mmol) in 2 mL DCE was added 4-Fluoro-3-methyl-benzylamine (21 mg, 0.15 mmol) followed by NaBH(OAc)3 (39.9 mg, 1.4 mmol) and AcOH (9.3 mg, 9 μL, 0.15 mmol) at room temperature. The mixture was stirred for 8 h at the room temperature. The reaction was quenched by pouring into 10 mL 5% aqueous NaOH and diluted with ethyl acetate. The mixture was extracted with more ethyl acetate (3×20 mL) and the combined organic layers washed with brine (2×10 mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the crude product used directly in the next step without further purification.

Provenance & Evidence