Potassium Carbonate → HCID 178483613, compound

Participants

Reaction Conditions

Reaction Steps

To a solution 5-bromo-3-(1-{[3-(dimethylamino)propyl]sulfonyl}-4-piperidinyl)-1H-indazole-7-carboxamide (Intermediate 8) (20 mg, 0.04 mmol) in dioxane/water (1:1, 5 mL) was added {4-[(trifluoromethyl)oxy]phenyl}boronic acid (30 mg, 0.12 mmol), potassium carbonate (40 mg), and Pd(dppf)Cl2 (8 mg). The reaction mixture was heated at 100° C. for 1800 seconds. The contents of the vial were partitioned between ethyl acetate and water. The organic phase was washed with water, dried over MgSO4, filtered, and concentrated to give 0.62 g of a yellow solid. This was purified via silica gel chromatography using 20% ethyl acetate/pentane as the mobile phase to give the title compound (5 mg, 23%).

Provenance & Evidence