反应详情

The reaction of Example 1 (reaction scale: 10 mmol of bromophenyl pyrazole) was conducted with 0.15 mole % of Pd2(dba)3. After the reaction was judged to be essentially complete, the reaction mixture was neutralized with 1N aq. HCl to a pH of 7.0 to 7.5. After filtration, the crude solid was dissolved in acetone (30 mL/g of bromophenyl pyrazole starting material) at reflux. TMT (0.22 equiv.) was added at 55° C., and the mixture was stirred for 20 min while its temperature was allowed to decrease to 30° C. The mixture was filtered twice through a Darco zeta pad. The filtrate was concentrated by partial removal of the organic solvents and recrystallized from acetone/water to afford 2′-(5-ethyl-3,4-diphenyl-1H-pyrazol-1-yl)-[1,1′]-biphenyl-3-ol containing 28 ppm of palladium.

1. filtrationAfter filtration
2. dissolutionthe crude solid was dissolved in acetone (30 mL/g of bromophenyl pyrazole starting material)
3. temperatureat reflux
4. additionTMT (0.22 equiv.) was added at 55° C.
5. customto decrease to 30° C
6. filtrationThe mixture was filtered twice through a Darco zeta pad
7. concentrationThe filtrate was concentrated by partial removal of the organic solvents
8. customrecrystallized from acetone/water