Quinoxaline-azetidinones compound preparation and application of quinoxaline-azetidinones compound in tumor resistance
A technology of azetidinone and quinoxaline, which is applied in the field of quinoxaline azetidinone compounds and their application in antitumor drugs, can solve the problems that have not been reported, and achieve short synthetic routes, The effect of simple operation process and low cost
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Embodiment 1
[0039] where R 1 is a hydrogen atom, R 2 is a hydrogen atom, R 3 is an alkyl group, that is N -Benzyl-1-oxo-3-phenyl-1,2-dihydro-2 aH -Methyl[1,2- a ]quinoxaline-2 a -The synthesis of formamide, concrete steps are as follows:
[0040] In a 10-mL microwave reaction tube, phenylglyoxal (1.0 mmol) and Boc-protected anthraniline (1.0 mmol) were dissolved in 2.0 mL of methanol, followed by bromoacetic acid (1.0 mol) and benzyl isocyanide (1.0 mmol) were added to the solution in turn, the reaction solution was stirred overnight at room temperature, and then the isocyanate was detected by thin-layer chromatography. If there was no remaining isocyanine raw material, the solution was blown dry with nitrogen , and then dissolved in 5.0 ml of dimethylformamide (DMF), then added diisopropylamine (DIPA) (2.0 mmol), in a microwave oven at 90 o C for 10 minutes. The solution was diluted with ethyl acetate (15 ml), and washed three times with 20 ml of saturated brine. After the orga...
Embodiment 2
[0043] where R 1 is a hydrogen atom, R 2 is a hydrogen atom, R 3 is an alkyl group, that is N -Cyclohexyl-1-oxo-3-phenyl-1,2-dihydro-2 HH -Methyl[1,2- a ]quinoxaline-2 a -The synthesis of formamide, concrete steps are as follows:
[0044] In a 10-mL microwave reaction tube, phenylglyoxal (1.0 mmol) and Boc-protected anthraniline (1.0 mmol) were dissolved in 2.0 mL of methanol, followed by bromoacetic acid (1.0 mol) and cyclohexane isocyanide (1.0 mmol) were added to the solution in turn, the reaction solution was stirred overnight at room temperature, and then the isocyanate was detected by thin-layer chromatography. If there was no remaining isocyanine raw material, the solution was blown with nitrogen Dry, then redissolve with 5.0 mL of dimethylformamide (DMF), then add diisopropylamine (DIPA) (2.0 mmol), in a microwave oven at 90 o C for 10 minutes. The solution was diluted with ethyl acetate (15 ml), and washed three times with 20 ml of saturated brine. After the ...
Embodiment 3
[0047] where R 1 is methoxy, R 2 is a hydrogen atom, R 3 is an alkyl group, that is N -Benzyl-3-(4-methoxyphenyl)-1-oxo-1,2-dihydro-2 HH -Methyl[1,2- a ]quinoxaline-2 a -The synthesis of formamide, concrete steps are as follows:
[0048] In a 10-mL microwave reaction tube, first dissolve p-methoxybenzoylglyoxal (1.0 mmol) and Boc-protected anthraniline (1.0 mmol) in 2.0 mL of methanol solution, and then add bromine Acetic acid (1.0 mmol) and benzyl isocyanide (1.0 mmol) were sequentially added to the solution, and the reaction solution was stirred overnight at room temperature, and then the isocyanate was detected by thin-layer chromatography. If there was no remaining isocyanate, the solution Blow dry with nitrogen, then dissolve with 5.0 ml of dimethylformamide (DMF), then add diisopropylamine (DIPA) (2.0 mmol), in a microwave oven at 90 o C for 10 minutes. The solution was diluted with ethyl acetate (15 ml), and washed three times with 20 ml of saturated brine. Aft...
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