反应详情

Next, in a recovery flask equipped with a reflux pipe were put 1.00 g of 4-tert-butyl-6-chloropyrimidine obtained in Step 2, 3.44 g of 9-phenyl-9H-carbazol-3-ylboronic acid, 1.32 g of sodium carbonate, 0.050 g of bis(triphenylphosphine)palladium(II) dichloride (abbreviation: PdCl2(PPh3)2), 20 mL of water, and 20 mL of DMIF, and the air in the flask was replaced with argon. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for 60 minutes to be heated. Then, water was added to this solution and the organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and a saturated aqueous solution of sodium chloride, and was dried with magnesium sulfate. The solution obtained by the drying was filtered. The solvent of this solution was distilled off, and then the given residue was purified by flash column chromatography using hexane and ethyl acetate as a developing solvent in a ratio of 2:1 to give HtBupczpm (white powder, yield of 95%). Note that the irradiation with microwaves was performed using a microwave synthesis system (Discover, manufactured by CEM Corporation). Synthesis Scheme (a-3) of Step 3 is shown below.

1. customNext, in a recovery flask equipped with a reflux pipe
2. customThis reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for 60 minutes
3. temperatureto be heated
4. extractionthe organic layer was extracted with dichloromethane
5. washThe obtained organic layer was washed with water
6. dry with materiala saturated aqueous solution of sodium chloride, and was dried with magnesium sulfate
7. customThe solution obtained by the drying
8. filtrationwas filtered
9. distillationThe solvent of this solution was distilled off
10. customthe given residue was purified by flash column chromatography
11. customto give HtBupczpm (white powder, yield of 95%)
12. customNote that the irradiation with microwaves
13. customa microwave synthesis system (Discover, manufactured by CEM Corporation)
14. customSynthesis Scheme (a-3) of Step 3