Water → HCID 21082096, compound

Participants

Reaction Steps

A mixture of (±)-6-[[4-(chloromethyl)phenyl]hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone (described in Example B14)(0.000397 mol) and MeONa/MeOH (0.000793 mol) in methanol (2 ml) was stirred at room temperature for 48 hours, poured out into H2O and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue (0.12 g) was purified by column chromatography over kromasil 10 μm (eluent: CH2Cl2/CH3OH/NH4OH; 97/3/0.1). The pure fractions were collected and the solvent was evaporated, yielding 0.04 g (20%) of (±)-4-(3-chlorophenyl)-6-[hydroxy[4-(methoxymethyl)phenyl](1-methyl-1H-imidazol-5-yl)methyl]-1-methyl-2(1H)-quinolinone, as a white foam, MS (ESI) m/z:500, 502 (MH+).

Provenance & Evidence