Potassium Phosphate, Tribasic → HCID 68775560, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of Example 116 (0.15 g, 0.41 mmol), phenylboronic acid (0.08 g, 0.63 mmol), palladium acetate (0.005 g, 0.02 mmol), 1,3-bis(diphenylphosphino)propane (0.02 g, 0.04 mmol) and K3PO4 (0.18 g, 0.82 mmol) was added DMF (2 mL). The reaction mixture was heated at 80° C. for 5 h and left standing for 16 h at r.t. Phenyl-boronic acid (0.08 g, 0.63 mmol), palladium acetate (0.005 g, 0.02 mmol), 1,3-bis(diphenylphosphino)propane (0.02 g, 0.04 mmol), K3PO4 (0.07 g, 0.33 mmol) and DMF (2 mL) were again added. The reaction mixture was heated at 90° C. for 16 h, then cooled to r.t. and diluted with EtOAc (5 mL). The solid was filtered and washed with EtOAc (25 mL). The organic filtrate was washed with water (5×10 mL), then brine (10 mL), dried (Na2SO4), filtered and concentrated in vacuo. Purification by column chromatography (SiO2, 30% EtOAc/hexanes) gave the title compound (0.05 g, 37%) as a white solid. δH (DMSO-d6) 7.83 (1H, t, J 5.1 Hz), 7.46 (2H, t, J 7.4 Hz), 7.37-7.29 (3H, m), 3.49-3.47 (4H, m), 2.85 (2H, d, J 5.2 Hz), 2.79-2.77 (4H, m), 2.29 (2H, s), 0.86 (6H, s). MS (ES+) 357.0 (M+H)+.

Provenance & Evidence