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Chemical Structure| 1394820-99-5 Chemical Structure| 1394820-99-5

Structure of 1394820-99-5

Chemical Structure| 1394820-99-5

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Product Details of [ 1394820-99-5 ]

CAS No. :1394820-99-5
Formula : C19H17FN2O5
M.W : 372.35
SMILES Code : CC(O)(C)COC1=CC=C2C(OC3=CC=C([N+]([O-])=O)C=C3F)=CC=NC2=C1
MDL No. :MFCD28142880

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Application In Synthesis of [ 1394820-99-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1394820-99-5 ]

[ 1394820-99-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 558-30-5 ]
  • [ 1394820-98-4 ]
  • [ 1394820-99-5 ]
YieldReaction ConditionsOperation in experiment
42.5% With sodium hydroxide; In tetrahydrofuran; water; at 20 - 45℃; for 10h; Step 6) 1-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-ol To a solution of <strong>[1394820-98-4]4-(2-fluoro-4-nitrophenoxy)quinolin-7-ol</strong> (60 g, 0.2 mol) in THF/H2O (1 L, THF/H2O=1:1, v/v) was added NaOH (24 g, 0.6 mol) at room temperature, followed by isobutylene oxide (144 g, 2 mol). The reaction was stirred at 45 C. for 10 hours, and then diluted with EtOAc (1 L). The resulted solution was washed with 1 M NaOH aqueous solution (500 mL*4). The organic layer was separated, dried over Na2SO4 and concentrated in vacuo. The residue was washed with 500 mL of petroleum ether, and collected through filtration to give the title compound as a light yellow solid (31.6 g, 42.5%). MS (ESI, pos. ion) m/z: 373.1 [M+1]; 1H NMR (400 MHz, CDCl3): delta 1.41 (s, 6H), 2.28 (s, 1H), 3.98 (s, 2H), 6.53-6.54 (d, J=5.2 Hz, 1H), 7.26-7.36 (m, 2H), 7.45-7.46 (d, J=2.4 Hz, 1H), 8.12-8.20 (m, 3H), 8.69-8.70 (d, J=4.8 Hz, 1H).
  • 2
  • [ 68500-37-8 ]
  • [ 1394820-99-5 ]
  • 3
  • [ 1394820-98-4 ]
  • 1-halo-2-methylpropan-2-ol [ No CAS ]
  • [ 1394820-99-5 ]
YieldReaction ConditionsOperation in experiment
84% General procedure: A solution of 4-(2-fluoro-4-nitrophenoxy)-6-methoxyquinolin-7-ol 8 (500mg, 1.5mmol) and K2CO3 (4.5mmol) in CH3CN (25mL) was stirred at room temperature for 30min various alkyl halides (2.3mmol) was added to the reaction mixture and subsequently refluxed for 4h. The reaction mixture was concentrated under reduced pressure, and purified by chromatography (PE/EA=10:1) to yield the title compound 9.
 

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