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Chemical Structure| 10199-55-0 Chemical Structure| 10199-55-0

Structure of 10199-55-0

Chemical Structure| 10199-55-0

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Product Details of [ 10199-55-0 ]

CAS No. :10199-55-0
Formula : C14H16N2O2
M.W : 244.29
SMILES Code : O=C(C1=CC(C2=CC=CC=C2)=NN1CC)OCC
MDL No. :MFCD08445967

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Application In Synthesis of [ 10199-55-0 ]

* 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 [ 10199-55-0 ]

[ 10199-55-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 75-03-6 ]
  • [ 13599-12-7 ]
  • [ 10199-55-0 ]
YieldReaction ConditionsOperation in experiment
42% With lithium hydride; In N,N-dimethyl-formamide; Example 33 2-Ethyl-5-phenyl-2H-pyrazole-3-carboxylic Acid Ethyl Ester To a 0° C. mixture of the above-prepared <strong>[13599-12-7]5-phenyl-2H-pyrazole-3-carboxylic acid ethyl ester</strong> (350 mg, 1.62 mmoles) and iodoethane (260 muL, 3.23 mmoles) in DMF (3 mL) was added neat LiH (spatula tip, excess) under a nitrogen atmosphere. The resulting mixture was warmed up to room temperature and stirred overnight. The crude reaction was cooled to 0° C., quenched with aqueous NH4Cl, diluted with ethyl acetate and enough water to dissolve all solids. The phases were separated, and the organic phase was washed sequentially with water and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The regioisomeric products separated and purified by flash chromatography (silica gel, hexanes/ethyl acetate gradient) to give the title compound (167 mg, 42percent yield, higher Rf in hexanes/ethyl acetate) and the undesired regioisomer (175 mg, 44percent yield) as white solids. 1H NMR (CDCl3, 400 MHz): 7.81 (d, 2H); 7.40 (dd, 2H); 7.29 (dd, 1H); 7.13 (s, 1H); 4.63 (q, 2H); 4.37 (q, 2H); 1.47 (t, 3H); 1.41 (t, 3H).
 

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