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Chemical Structure| 528607-60-5 Chemical Structure| 528607-60-5

Structure of 528607-60-5

Chemical Structure| 528607-60-5

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Product Details of [ 528607-60-5 ]

CAS No. :528607-60-5
Formula : C12H13NO3
M.W : 219.24
SMILES Code : O=C(O)C1=CC=C(OCC(C)C)C(C#N)=C1
MDL No. :MFCD14706358

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Application In Synthesis of [ 528607-60-5 ]

* 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 [ 528607-60-5 ]

[ 528607-60-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 528607-60-5 ]
  • [ 120100-15-4 ]
  • [ 528607-66-1 ]
YieldReaction ConditionsOperation in experiment
71% (4) methyl 2-chloro-3-(3-cyano-4-isobutyloxybenzoylamino)benzoate oxalyl chloride (889 mg, 7.0 mmol) was dropwise added to a solution of 3-cyano-4-isobutyloxybenzoic acid (767 mg, 3.5 mmol) in dichloromethane (10 ML) under cooling with ice.. Subsequently, a catalytic amount of DMF was added.. The mixture was then stirred for one hour at room temperature, heated under reflux for 3 hours, and placed under reduced pressure to distill the solvent off.. To the residue was added toluene, and the solvent was distilled off under reduced pressure.. To the reside were added THF (10 ML) and further a solution of <strong>[120100-15-4]methyl 3-amino-2-chlorobenzoate</strong> (497 mg, 2.68 mmol) and triethylamine (1.39 ML, 10 mmol) in THF (10 ML).. The resulting mixture was stirred for 14 hours at room temperature, and toluene and aqueous 1M hydrochloric acid were added.. The organic portion was taken out, washed with aqueous 1M hydrochloric acid and aqueous saturated sodium hydrogen carbonate, dried over anhydrous magnesium sulfate, and placed under reduced pressure to distill the solvent off.. The residue was purified by silica gel column chromatography (ethyl acetate/toluene = 1/20), to give 900 mg (purity 82%, yield 71%) of the desired compound as an oil. 1H NMR (CDCl3, 500 MHz) delta: 1.06 (6H, d, J=6Hz), 2.1-2.4 (1H, m), 3.87 (2H, d, J=6Hz), 3.95 (3H, s), 6.93 (1H, d, J=9Hz), 7.1-7.3 (2H, m), 7.83 (1H, dd, J=2Hz, 8Hz), 7.89 (1H, dd, J=2Hz, 9Hz), 7.98 (1H, d, J=2Hz).
 

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