ChemicalBook CAS DataBase List 1-cyclopropyl-1,2,3,4-tetrahydroquinoxaline

1-cyclopropyl-1,2,3,4-tetrahydroquinoxaline synthesis

5synthesis methods

Product Name:1-cyclopropyl-1,2,3,4-tetrahydroquinoxaline
CAS Number:1224640-13-4
Molecular formula:C11H14N2
Molecular Weight:174.24

1-cyclopropylquinoxaline-2,3(1H,4H)-dione

1224640-12-3
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1-cyclopropyl-1,2,3,4-tetrahydroquinoxaline

1224640-13-4
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Yield:1224640-13-4 64%

Reaction Conditions:

with borane-THF in tetrahydrofuran at 50; for 4 h;

Steps:

1

To a solution of l-cyclopropyl-l,2,3,4-tetrahydroquinoxaIine-2,3-dione (20.0 g, 0.989 mol, 1.00 equiv) in tetrahydrofuran (100 mL) was added B1^{FontWeight="Bold" FontSize="10"}THF (250 mL) the resulting solution was stirred for 4 h at 50 °C. The reaction mixture was then quenched by addition of aqueous sodium carbonate (100 mL) then concentrated under reduced pressure, diluted with of water (200 mL) and extracted with ethyl acetate (2x200 mL). The combine organic extract was washed with brine (2x200 mL), dried over sodium sulfate and concentrated under reduced pressure to provide crude product residue. The residue was purified by silica gel column chromatography with and eluent gradient of petroleum etherrethyl acetate (45:1 to 30:1) to furnish (11 g, 64%) of l e as a white solid. MS (ES, m/z): 175 [M+H]⁺

References:

WO2013/96771,2013,A1 Location in patent:Page/Page column 90

Acetic acid, 2-[cyclopropyl(2-nitrophenyl)amino]-2-oxo-, methyl ester

1224640-10-1
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1224640-13-4
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References

1493-27-2
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$5.00/10g

1224640-13-4
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References

55432-23-0
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$88.70/1G

1224640-13-4
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References

2,3-Quinoxalinedione, 1-cyclopropyl-1,4-dihydro-4-hydroxy-

1224640-11-2
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1224640-13-4
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References