Ethanol → HCID 86722004, compound

Participants

Reaction Conditions

Reaction Steps

A flask is charged with 5-(4-chlorophenyl)-1-(2-methoxyphenyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.10 g, 3.70 mmol), trans-2,6-dimethyl-3,6-dihydro-2H-pyran-4-yltrifluoromethanesulfonate (1.06 g, 4.07 mmol), Pd(PPh3)4 (0.24 g, 5 mol %), 2 M Na2CO3 (16 mL), EtOH (16 mL) and toluene (32 mL) and heated at 80° C. for 6 h. The reaction was diluted with EtOAc (100 mL) and washed with saturated aqueous NaHCO3 (2×100 mL) and brine (100 mL), and the organic layer dried over Na2SO4 and evaporated. The crude product was purified by silica gel chromatography (Thomson Scientific 25-g cartridge, 10-100% EtOAc/heptane in 10 column volumes) to give 0.68 g (66%) of the title compound as a white solid.

Provenance & Evidence