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Chemical Structure| 174907-58-5 Chemical Structure| 174907-58-5

Structure of 174907-58-5

Chemical Structure| 174907-58-5

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Product Details of [ 174907-58-5 ]

CAS No. :174907-58-5
Formula : C13H14N2O2
M.W : 230.26
SMILES Code : O=C(C1=NN(CC2=CC=CC=C2)C=C1)OCC
MDL No. :MFCD30067155

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Application In Synthesis of [ 174907-58-5 ]

* 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 [ 174907-58-5 ]

[ 174907-58-5 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 5932-27-4 ]
  • [ 100-44-7 ]
  • [ 174907-58-5 ]
  • 2
  • [ 5932-27-4 ]
  • [ 100-39-0 ]
  • [ 174907-58-5 ]
  • ethyl 1-benzyl-1H-pyrazole-5-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
69%; 16.4% With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 25℃; for 18h; Sodium hydride (60 wt % in mineral oil; 3.14 g, 78.5 mmol) was added to a solution of <strong>[5932-27-4]ethyl 1H-pyrazole-3-carboxylate</strong> (10 g, 71.4 mmol), benzyl bromide (12.7 mL, 107 mmol), and DMF (100 mL) at 0 C. portionwise over 3 min with vigorous stirring. The mixture was allowed to warm to r.t. over 18 h and then diluted with ethyl acetate. The resulting mixture was washed with water (×3) and saturated aqueous sodium chloride. The organic layer was then dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by flash column chromatography, elution gradient 0 to 50% ethyl acetate in hexanes, to afford ethyl 1-benzyl-1H-pyrazole-3-carboxylate (11.3 g, 69%) as a slower eluting amber oil. Also isolated was ethyl 1-benzyl-1H-pyrazole-5-carboxylate (2.69 g, 16.4%) as a light amber oil. (1276) Ethyl 1-benzyl-1H-pyrazole-3-carboxylate: (1277) 1H NMR (DMSO-d6 27 C.) 1.28 (3H, t), 4.25 (2H, q), 5.43 (2H, s), 6.77 (1H, d), 7.23-7.42 (5H, m), 7.97 (1H, d). m/z: ES+[M+H]+ 231.
  • 3
  • [ 5932-27-4 ]
  • [ 100-39-0 ]
  • [ 174907-58-5 ]
 

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