Potassium Phosphate, Tribasic → HCID 86725333, compound

Participants

Reaction Conditions

Reaction Steps

Into a glass microwave vial, the product from step (a) (166 mg, 0.401 mmol), phenyl boronic acid (59 mg, 0.482 mmol), potassium phosphate tribasic (170 mg, 0.802 mmol), palladium acetate (9 mg, 0.040 mmol), and XPhos (38 mg, 0.080 mmol) in THF (2 ml) were added. The reaction mixture was heated in the microwave to 120° C. for 12 hours and then allowed to cool to room temperature. The mixture was filtered through celite and the filtrate was partitioned between saturated aqueous NaHCO3 and EtOAc. The aqueous layer was extracted with EtOAc (3×). The combined EtOAc extracts were washed with brine, dried over Na2SO4, and solvent evaporated in vacuo to give the crude product. Purification by silica-gel chromatography (gradient elution: 0-20%, EtOAc in hexanes) gave the sub-title compound as a white semi-solid (71 mg). 1H NMR (300 MHz, CDCl3) δ 7.41-7.39 (m, 4H); 7.33-7.30 (m, 1H); 7.00 (s, 1H); 4.17 (q, J=6.9 Hz, 2H); 3.67-3.61 (m, 4H); 3.08-3.05 (m, 2H); 2.95-2.93 (m, 2H); 2.84 (t, J=7.2 Hz, 2H); 1.88 (t, J=7.5 Hz, 2H); 1.40 (s, 6H); 1.27 (t, J=6.9 Hz, 3H); MS: ESI (positive): 400 (M+H).

Provenance & Evidence