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Chemical Structure| 942152-80-9 Chemical Structure| 942152-80-9

Structure of 942152-80-9

Chemical Structure| 942152-80-9

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Product Details of [ 942152-80-9 ]

CAS No. :942152-80-9
Formula : C12H10BrNO4
M.W : 312.12
SMILES Code : O=C(C1=C(O)C2=C(N(C)C1=O)C=C(Br)C=C2)OC
MDL No. :MFCD11045725

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Application In Synthesis of [ 942152-80-9 ]

* 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 [ 942152-80-9 ]

[ 942152-80-9 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 850568-54-6 ]
  • [ 942152-80-9 ]
  • [ 1073129-53-9 ]
YieldReaction ConditionsOperation in experiment
With cesium fluoride;tetrakis(triphenylphosphine) palladium(0); In methanol; at 80℃; for 2h; (a) Methyl 7-(4-(tert-butoxycarbonyl)phenyl)-4-hydroxy-1- methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate. To a mixture of methyl 7- bromo-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylate (Method 7)(3.82 g, 12.2 mmol), <strong>[850568-54-6]4-(tert-butoxycarbonyl)phenylboronic acid</strong> (2.72 g, 12.2 mmol), cesium fluoride (5.58 g, 36.7 mmol), and tetrakis(triphenylphosphine)palladium [0] (0.424 g, 0.367 mmol) in a vial, was added MeOH (61 mL). The vial was sealed and heated at 80°C for 2 hours. The reaction mixture was then cooled, diluted with 200 mL of EtOAc, added to a separatory funnel, partitioned with sodium bicarbonate (saturated, aqueous), washed 2 times with 75 mL of sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, and concentrated via rotary evaporation to give the product. The resulting product was purified via flash chromatography (silica gel) to provide the title compound as an off-white solid.
  • 2
  • [ 942152-80-9 ]
  • [ 2040-90-6 ]
  • 7-(2-chloro-6-fluorophenoxy)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxylic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.07% With copper(l) iodide; dimethylaminoacetic acid; caesium carbonate; In dimethyl sulfoxide; at 150℃; for 35h;Inert atmosphere; Under nitrogen, 7-bromo-4-hydroxy-1-methyl-2-oxo -1,2-dihydro-quinoline-3-carboxylic acid methyl ester (4.00g, 12 . 8mmol), <strong>[2040-90-6]2-chloro-6-fluoro phenol</strong> (2.50g, 17 . 1mmol), cuprous iodide (1.00g, 5 . 25mmol), N, N-dimethyl glycine (900 mg, 8 . 73mmol), cesium carbonate (10.5g, 32 . 2mmol) and dimethyl sulfoxide (20 ml) were added sequentially in the reaction flask. The reaction mixture is heated to 150 °C and stirred for 35 hours. Cooling to room temperature, add water (60 ml), using 1M to pH=4 dilute hydrochloric acid, ethyl acetate (50 ml × 3) extraction. Combined with the phase, with water (50 ml × 2), saturated salt water (50 ml) to wash, dry anhydrous sodium sulfate. Filtration, vacuum distillation to remove the solvent, the crude product are sequentially column chromatography (petroleum ether/ethyl acetate (v/v)=4/1), preparation of chromatographic purification, get white solid (100 mg, 2 . 07percent).
  • 3
  • [ 942152-80-9 ]
  • [ 2040-90-6 ]
  • 2-((7-(2-chloro-6-fluorophenoxy)-4-hydroxy-1-methyl-2-oxo-1,2-dihydroquinoline-3-yl)formamido) acetic acid [ No CAS ]
 

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