Oxygen → HCID 67046465, compound

Participants

Reaction Steps

To a solution of 4-(1-phenyl-1-(1-benzylpyrazol-4-yl)-methylene)-piperidine-1-carboxylic acid tert-butyl ester (0.079 g, 0.18 mmol) in DMSO (0.2 mL) was added potassium tert-butoxide solution (1 M in THF, 2.0 mL, 2.0 mmol) and O2 was bubbled through the stirring mixture for 15 min. The reaction mixture was then quenched with saturated aqueous NH4Cl (2 mL) and extracted with EtOAc (×2). The combined organic phase was dried (Na2SO4) and evaporated, and the resulting residue was purified by preparative HPLC to give the title compound (0.024 g, 39%) as a gum:

Provenance & Evidence