反应详情

First, to a recovery flask equipped with a reflux pipe were placed 2.25 g of 2-chloro-3,5-dimethylpyrazine, 2.71 g of 2-naphthylboronic acid, 1.67 g of sodium carbonate, 0.072 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 15 mL of water, and 15 mL of acetonitrile, and the atmosphere in the flask was replaced with argon. This reaction container was subjected to irradiation with a microwave (2.45 GHz, 100 W) for 10 minutes to be heated. Then, water was added to this solution, and an organic layer was extracted with dichloromethane. The obtained organic layer was washed with water and dried with magnesium sulfate. After drying, the solution was filtrated. The solvent of this solution was distilled off and the residue obtained by distillation was purified by silica gel column chromatography using dichloromethane as a developing solvent. In this way, Hdm2npr (a light orange powder, yield: 56%), which was a target substance, was obtained. For the irradiation with a microwave, a microwave synthesis system (Discover, manufactured by CEM Corporation) was used. A synthesis scheme of Step 1 is shown in the following (B-1).

1. customFirst, to a recovery flask equipped with a reflux pipe
2. customThis reaction container was subjected to irradiation with a microwave (2.45 GHz, 100 W) for 10 minutes
3. temperatureto be heated
4. extractionan organic layer was extracted with dichloromethane
5. washThe obtained organic layer was washed with water
6. dry with materialdried with magnesium sulfate
7. customAfter drying
8. filtrationthe solution was filtrated
9. distillationThe solvent of this solution was distilled off
10. customthe residue obtained by distillation
11. customwas purified by silica gel column chromatography
12. customwas obtained
13. customFor the irradiation with a microwave
14. customa microwave synthesis system (Discover, manufactured by CEM Corporation)
15. customA synthesis scheme of Step 1