Potassium Carbonate → HCID 118431773, compound

Participants

Reaction Conditions

Reaction Steps

5-(4-Bromo-2-fluoro-phenyl)-1-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole (50.0 mg, 0.10 mmol) prepared in Step 5 of Preparation 19, 3-methylthiophenylboronic acid (17.8 mg, 0.11 mmol), potassium carbonate (40.0 mg, 0.29 mmol), and Pd(dppf)Cl2 (7.0 mg, cat.) were added to a mixed solvent of 1,4-dioxane (750.0 uL) and distilled water (150.0 uL). The reaction mixture was stirred for 15 minutes, additionally at 90° C. for 2 hours, and then ethyl acetate was added thereto. The reaction mixture was washed with distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give a yellow liquid residue. The resulting residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/4) to give 20.0 mg of the titled compound as a yellow liquid.

Provenance & Evidence