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Chemical Structure| 847233-56-1 Chemical Structure| 847233-56-1

Structure of 847233-56-1

Chemical Structure| 847233-56-1

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Product Details of [ 847233-56-1 ]

CAS No. :847233-56-1
Formula : C14H10BF4NO4
M.W : 343.04
SMILES Code : O=C1C(C(OB(F)F)=O)=CN(C2CC2)C3=C1C=C(F)C(F)=C3OC
MDL No. :(空白)

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Application In Synthesis of [ 847233-56-1 ]

* 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 [ 847233-56-1 ]

[ 847233-56-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 847233-56-1 ]
  • [ 127199-54-6 ]
  • 7-((3S,4S)-3-tert-Butoxycarbonylamino-4-methyl-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid [ No CAS ]
  • 2
  • [ 112811-71-9 ]
  • [ 847233-56-1 ]
YieldReaction ConditionsOperation in experiment
With boron trifluoride diethyl etherate; In tetrahydrofuran; at 70℃; for 18h; To a solution of compound 5 (3.01 g, 9.3 mmol) in anhydrous THF (40 ml), was added boron trifluoroetherate (19.76g, 17.6 ml, 139.2 mmol). The solution was heated at 70 C for 18 h. A precipitate formed. The solution was allowed to cool partially before diethyl ether (30 ml) was added. The solution was then allowed to cool further to RT. The precipitate was collected by filtration, washed with diethyl ether and dried under reduced pressure at 45 C for 2 h, giving compound 6 (1.73 g). ¹H NMR No. [(CD3)2SO] 9.18 (s, 1 H), 8.26 (dd, J=9.7,8.2 Hz, 1 H), 4.52 (m, 1 H), 4.18 (d, J=2.2 Hz, 3H), 1.32 (m, 4H). LCMS (APCI+) 344.
  • 3
  • [ 109-63-7 ]
  • [ 112811-71-9 ]
  • [ 847233-56-1 ]
YieldReaction ConditionsOperation in experiment
78% With potassium carbonate; In tetrahydrofuran; for 96h;Reflux; Preparation of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline-carboxylato-O3,O4)difluoro-boron To a solution of 1-cyclopropyl-6,7-difluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate ethyl ester (621 mg, 1.92 mmol) and K2CO3 (305 mg, 2.21 mmol) in anhydrous THF (20 mL), BF3.Et2O (0.4 mL, 3.18 mmol) was added dropwise over five minutes. After refluxing for 96 h, the clear reaction mixture was diluted Et2O (40mL), the resulting mixture was filtered off and washed with Et2O. The crude white solid obtained was solubilized in CH3CN and filtered. The crude solid was solubilized again in CH3CN and filtered. The filtrates were combined and evaporated to afford 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline-carboxylato-O3,O4) difluoro-boron as a white solid (514 mg, 1.50 mmol, 78%). 1H NMR (400 MHz, CD3CN, delta): 1.25-1.37 [m, 4H, 2CH2(cPr)], 4.19 (d, 3H, OCH3, 5JH-F= 2.4 Hz), 4.48 (tt, 1H, CH(cPr), 3JH-H= 7.3 Hz, 3JH-H= 3.8 Hz), 8.17 (dd, 1H, H5, 3JH-F = 9.8 Hz, 4JH-F = 8.1 Hz), 9.17 (s, 1H, H2); 19F NMR (376 MHz, CD3CN, delta): - 131.7 and -139.0 (2d, 2F, F6 and F7, 3JF-F= 19.9 Hz), -144.0 (s, 0.5F, 10BF2), -144.1 (s, 2.4F, 11BF2); MS (+ESI) m/z : [M+Na]+ calcd for C14H10BF4NO4 : 343.06; found : 344.2; Mp = 221-223 C.
 

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