Potassium Carbonate → HCID 66779938, compound

Participants

Reaction Conditions

Reaction Steps

To a 30 mL microwave vial with stirbar was added 7-chloro-2-iodo-furo[3,2-b]pyridine (300.00 mg; 1.07 mmol; 1.00 eq.), 4-fluorophenylboronic acid (157.71 mg; 1.13 mmol; 1.05 eq.), palladium(II) acetate (12.05 mg; 0.05 mmol; 0.05 eq.), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (44.07 mg; 0.11 mmol; 0.10 eq.), and potassium carbonate (445.09 mg; 3.22 mmol; 3.00 eq.). Reagents were suspended in dioxane (6.00 ml)/water (0.60 ml) under N2 and heated in microwave reactor at 150° C. for 15 min. The reaction mixture was cooled to room temperature and concentrated on a rotary evaporator. The crude mixture was purified by Biotage chromatography (20-100% EtOAc/hex 30 column vol.) to afford the title compound as a white solid (152 mg, 57%). (HPLC (method F): 95%, RT: 7.11 min); 1H NMR (400 MHz, DMSO-d6) δ [ppm] 8.47 (d, J=5.2, 1H), 8.11-8.05 (m, 2H), 7.79 (s, 1H), 7.53 (d, J=5.3, 1H), 7.47-7.39 (m, 2H); MS (m/z) 248 [M+H]+, RT: 3.9 min.

Provenance & Evidence