Potassium Carbonate → HCID 59631839, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-3-[5-(3-methanesulfonyl-phenyl)-thiophen-2-yl]-1-methyl-1H-pyrazole (88 mg, 022 mmol), 2-chlorophenylboronic acid (41 mg, 0.26 mmol), K2CO3 (91 mg, 0.66 mmol), Cl2Pd(dppf).DCM (18 mg, 10 mol %) and H2O (0.25 mL) in dioxane (2.5 mL) was sparged with Argon for 5 min and then heated at 80° C. as a sealed flask. After 4 h the reaction mixture was allowed to cool to ambient temperature, filtered (Celite™) and the filter agent rinsed with EtOAc. The combined filtrates were concentrated under reduced pressure and purified by chromatography (silica, EtOAc/Hex, 30:70 to 40:60) to give the title compound (64 mg, 67%). Rf 0.14 (40% EtOAc/Hex); 1H NMR (CD2Cl2): δ 8.09 (1H, m), 7.85-7.76 m), 7.60-7.49 (2H, m), 7.45 (1H, s), 7.41-7.30 (3H, m), 7.21 (1H, d), 6.70 (1H, d), 3.97 (3H, s), 3.05 (3H, s); MS (ES): 429 [M+H]+.

Provenance & Evidence