A kind of synthetic method of c-3 difluoromethyl substituted quinoxalinone derivatives
A kind of quinoxalinone and difluoromethyl technology, which is applied in the field of synthesis of C-3-position difluoromethyl substituted quinoxalinone derivatives, can solve problems such as harsh conditions, and achieve reaction safety and reaction selectivity. Good, rich effect of synthetic methods
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Embodiment 1
[0024] 1-Methylquinoxalinone (0.25 mmol, 40 mg), ethyl bromodifluoromethyl acetate (0.5 mmol, 101 mg), Ir(ppy) 3 (1.25 μmol, 0.8 mg), potassium carbonate (0.5 mmol, 69 mg) and N,N -Diisopropylethylamine (0.025 mmol, 3.2 mg) was added to a 10 mL solvent storage bottle, and MeCN (1.0 mL) was added as a solvent, under N 2 Under the protection of the atmosphere, the reaction was carried out under 3 w blue light irradiation at 25 °C for 12 h. After the reaction, the reaction system was washed with water and extracted with dichloromethane, then separated into an organic layer and an aqueous layer. After the organic layer was dried with anhydrous sodium sulfate, it was evaporated and concentrated under reduced pressure to remove the solvent to obtain a yellow oil. The yellow oil was separated by column chromatography, using a mixture of petroleum ether and ethyl acetate with a volume ratio of 30:1 as the eluent, collecting the eluate containing the target compound, distilling off t...
Embodiment 2
[0027] The inorganic base (potassium carbonate) in the system was replaced with sodium carbonate (0.5 mmol, 52.9 mg), and other operations were the same as in Example 1 to obtain 46 mg of white solid 2,2-difluoro-2-(4-methyl-3 -Oxo-3,4-dihydroquinoxalin-2-yl)-ethyl acetate, yield 65%.
Embodiment 3
[0029] Will N,N - The amount of diisopropylethylamine was changed to 0.05 mmol, and other operations were the same as in Example 1 to obtain 44 mg of white solid 2,2-difluoro-2-(4-methyl-3-oxo-3,4- Dihydroquinoxalin-2-yl)-ethyl acetate, yield 62%.
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