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Chemical Structure| 114995-47-0 Chemical Structure| 114995-47-0

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Chemical Structure| 114995-47-0

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Product Details of [ 114995-47-0 ]

CAS No. :114995-47-0
Formula : C11H14FNO
M.W : 195.23
SMILES Code : CC(C)(C)C(NC1=CC=C(F)C=C1)=O
MDL No. :MFCD00095740

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Application In Synthesis of [ 114995-47-0 ]

* 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 [ 114995-47-0 ]

[ 114995-47-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 206551-41-9 ]
  • [ 114995-47-0 ]
  • [ 333793-52-5 ]
YieldReaction ConditionsOperation in experiment
60.9% To a solution of N-(4fluorophenyl)-2,2-dimethylpropionamide (195 mg) in tetrahydrofuran (2 ml) was added a solution of n-butyl lithium in n-hexane (1.54M, 1.5 ml) dropwise at 0° C. under nitrogen atmosphere, and the mixture was stirred for 2 hours at 0° C. To the reaction mixture was added triisopropyl borate (0.692 ml) at -40° C., and the mixture was stirred for 30 minutes at ambient temperature.. To the mixture was added 1N-hydrochloric acid (3 ml), and the mixture was diluted with ethyl acetate and water.. The separated organic layer was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure.. To the residue were added <strong>[206551-41-9]methyl 3-bromo-2-fluorobenzoate</strong> (117 mg), tetrakis(triphenylphosphine)palladium (29 mg), an aqueous solution of sodium carbonate (2M, 2 ml) and 1,2-dimethoxyethane (5 ml).. The resulting mixture was stirred under nitrogen atmosphere for 48 hours at 75° C., and diluted with ethyl acetate and water.. The separated organic layer was washed with brine, dried over magnesium sulfate and evaporated under reduced pressure.. The residue was purified with a silica gel column chromatography eluding with 20percent ethyl acetate/n-hexane to give 2'-(2,2-dimethylpropionamido)-2,5'-difluoro-biphenyl-3-carboxylic acid methyl ester (106 mg, 60.9percent). APCI-mass m/z: 348 (M+1) NMR (DMSO-d6, delta); 0.96 (9H, s), 3.85 (3H, s), 7.2-7.4 (4H, m), 7.52 (1H, dt, J=2.0 Hz, 7.1 Hz), 7.86 (1H, dt, J=1.9 Hz, 7.3 Hz), 8.92 (1H, s).
 

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