Toluene → HCID 11284391, compound

Participants

Reaction Conditions

Reaction Steps

To a 25 mL pressure tube was added (R)-5-(2-(3-oxo-1-tosylpiperazin-2-yl)acetamido)-5,6,7,8-tetrahydronaphthalen-2-yl trifluoromethanesulfonate (150 mg, 0.25 mmol), benzamide-3-boronic acid (Frontier, 63 mg, 0.38 mmol), tetrakis(triphenylphosphine)-palladium (O) (Aldrich, 30 mg, 0.025 mmol), Toluene (1.5 mL), EtOH (0.4 μL), and 1M NaHCO3 (0.4 mL) at room temperature under N2. The reaction mixture was sealed and stirred at 80° C. overnight, cooled to room temperature, and diluted with EtOAc (40 mL). The organic layer was separated, washed with saturated NaHCO3, water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel chromatography to provide the title compound. MS (ES1): 561 (M+H)+.

Provenance & Evidence