Acetone → HCID 59159266, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-4-(3-iodo-phenyl)-3-methyl-piperazin-2-one (example 89; 60 mg, 0.12 mmol), phenylboronic acid (16 mg, 0.13 mmol), potassium carbonate (43 mg, 0.31 mmol), Pd(OAc)2 (0.6 mg, 2 μmol), acetone (0.5 mL), and water (0.6 mL) was heated at 65° C. for 30 min, then partitioned between CH2Cl2 and sat. aq. NaHCO3 solution. The organic layer was dried (MgSO4), filtered, and evaporated. Chromatography (SiO2; EtOAc/MeOH 19:1) afforded the title compound (51 mg, 95%). Colorless gum, MS: 434.4 (M+H)+.

Provenance & Evidence