1,2-Dimethoxyethane → HCID 118432078, compound

Participants

Reaction Conditions

Reaction Steps

5-(4-bromo-3-fluoro-phenyl)-1-(2-chloro-phenyl)-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole (30.0 mg, 0.056 mmol) prepared in Step 5 of Preparation 21, 3-acetylphenylboronic acid (10.4 mg, 0.064 mmol), Pd(PPh3)4 (6.7 mg, 0.006 mmol), and a 2N sodium carbonate solution (145.0 uL) were added to a mixed solvent of 1,2-dimethoxyethane (2.0 mL) and ethanol (0.5 mL). The reaction mixture was stirred at 90° C. for 3 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=1/5) to give 5.0 mg of the titled compound as a yellow liquid.

Provenance & Evidence