反应详情

Next, 1.6 g of 4-chloro-6-phenylpyrimidine synthesized in Step 1, 1.5 g of 2,6-dimethylphenylboronic acid, 1.8 g of sodium carbonate, 59 mg of PdCl2(PPh3)2, 20 mL of N,N-dimethylformamide (abbreviation: DMF), and 20 mL of water were put into a 100-mL round-bottom flask, and the air in the flask was replaced with argon. Then, heating was performed by irradiation with microwaves (2.45 GHz, 100 W) for 2 hours. An organic layer was extracted from the obtained mixture with the use of dichloromethane, and was washed with water and saturated brine. Magnesium sulfate was added and gravity filtration was performed. A solvent in the obtained filtrate was distilled off, and the given residue was purified by flash column chromatography using a mixed solvent of ethyl acetate and hexane (ethyl acetate: hexane=1:5) as a developing solvent, whereby 0.50 g of the objective substance, Hppm-dmp (abbreviation) was obtained (yield: 23%, a pale yellow oily substance). A synthesis scheme of Step 2 is shown in (a-2) below.

1. temperatureThen, heating
2. customwas performed by irradiation with microwaves (2.45 GHz, 100 W) for 2 hours
3. extractionAn organic layer was extracted from the obtained mixture with the use of dichloromethane
4. washwas washed with water and saturated brine
5. additionMagnesium sulfate was added
6. filtrationgravity filtration
7. distillationA solvent in the obtained filtrate was distilled off
8. customthe given residue was purified by flash column chromatography
9. customHppm-dmp (abbreviation) was obtained (yield: 23%
10. customA synthesis scheme of Step 2