1,2-Dimethoxyethane → HCID 118432020, compound

Participants

Reaction Conditions

Reaction Steps

To 3-bromo-2-methylpyridine (25.0 mg, 0.14 mmol), were added 1,2-dimethoxyethane (1.5 mL) and Pd(PPh3)4 (8.5 mg, cat.). To the reaction mixture, were added 1-(2,4-difluoro-phenyl)-5-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-phenyl]-3-[di-(trifluoromethyl)-hydroxy-methyl]-4,5-dihydro-1H-pyrazole (40.0 mg, 0.07 mmol) prepared in Step 1, ethanol 364.0 uL, and a 2N sodium carbonate solution (364.0 uL). The reaction mixture was stirred at 88° C. for 2 hours. Distilled water was added to the reaction mixture, which was then extracted with diethyl ether two times. The combined extract was washed with 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 3.3 mg of the titled compound as a yellow liquid.

Provenance & Evidence