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Chemical Structure| 934388-45-1 Chemical Structure| 934388-45-1

Structure of 934388-45-1

Chemical Structure| 934388-45-1

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Product Details of [ 934388-45-1 ]

CAS No. :934388-45-1
Formula : C10H14ClNO2
M.W : 215.68
SMILES Code : O=C(OC)C1=CC=C(C(N)C)C=C1.[H]Cl
MDL No. :MFCD11505985

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Application In Synthesis of [ 934388-45-1 ]

* 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 [ 934388-45-1 ]

[ 934388-45-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 78208-73-8 ]
  • [ 934388-45-1 ]
  • C18H23N3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Example 210N-(1-{4-[(hydroxyamino)carbonyl]phenyl}ethyl)-3-isopropyl-1-methyl-1H-pyrazole-5-carboxamide Compound I-186A solution of N,N,N',N'-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (41.8 mg, 0.110 mmol), <strong>[78208-73-8]3-isopropyl-1-methyl-1H-pyrazole-5-carboxylic acid</strong> (20.2 mg, 0.12 mmol) and N,N-diisopropylethylamine (52.2 μL, 0.3 mmol) in DMF (1.0 mL, 13 mmol) was stirred at room temperature for 30 minutes. Methyl 4-(1-aminoethyl)benzoate hydrochloride (21.6 mg, 0.10 mmol) and N,N-diisopropylethylamine (17.4 μL, 0.10 mmol) in DMF (1 mL) was then added and the reaction solution was stirred at room temperature overnight. The solution was evaporated to dryness and the residue obtained was partitioned between DCE (2 mL) and half-saturated aqueous sodium bicarbonate solution (2 mL). The aqueous layer was washed with additional DCE (2 mL) and the combined organic layers concentrated. The residue was dissolved in a mixture of MeOH (0.5 mL) and THF (2 mL); 1.0M aqueous NaOH (0.5 mL) was added and the solution heated to 40 C. overnight. Upon cooling to room temperature, the solution was neutralized by the addition of 1.0M aqueous HCl (0.5 mL) and evaporated to dryness. The residue obtained was taken up in DMF (2.0 mL) and to the solution was added N,N,N',N'-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (41.8 mg, 0.11 mmol), O-(tetrahydropyran-2-yl)hydroxylamine (14.0 mg, 0.120 mmol) and N,N-diisopropylethylamine (52 μL, 0.3 mmol). The reaction solution was stirred at room temperature overnight. The solution was evaporated to dryness and the residue obtained was partitioned between DCE (2 mL) and half-saturated aqueous sodium bicarbonate solution (2 mL). The aqueous layer was washed with additional DCE (2 mL) and the combined organic layers concentrated. The material obtained was dissolved in MeOH (1 mL), 2.0 M HCl in dioxane (52.2 uL, 0.30 mmol) was added and the solution stirred at room temperature for 1 hour. The solvents were evaporated and the resulting material was dissolved in DMSO and purified on Agilent 1100 LC/MSD instrument to afford the title compound as a white solid (5.3 mg, 16%). LC-MS: (FA) ES+331.
 

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