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Chemical Structure| 105161-33-9 Chemical Structure| 105161-33-9

Structure of 105161-33-9

Chemical Structure| 105161-33-9

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Product Details of [ 105161-33-9 ]

CAS No. :105161-33-9
Formula : C6H8NNaO3
M.W : 165.12
SMILES Code : N#CC(C(OC)OC)=C[O-].[Na+]
MDL No. :MFCD00191249

Safety of [ 105161-33-9 ]

Application In Synthesis of [ 105161-33-9 ]

* 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 [ 105161-33-9 ]

[ 105161-33-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 22600-30-2 ]
  • [ 105161-33-9 ]
  • methyl 5-cyanofuro[2,3-b]pyridine-2-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% General procedure: Salt 3 (6 mmol) was dissolved in MeOH (3 mL), then the concentratedaqueous solution of HCl (0.5 mL) and 1 or 2 (5 mmol) in MeOH (5 mL)were added. The reaction mixture was stirred for 4 h at r.t. After this,the additional MeOH (2 mL) and HCl (1.5 mL) were added. The reaction mixture was additionally stirred for 12 h at r.t. Then the saturatedsolution of NaHCO3 was added dropwise to the reaction mixtureuntil pH 7-8. After this, the target compound was extracted by CHCl3(3 × 30 mL). The organic layers were separated, combined, and driedover Na2SO4. The solvent was removed by evaporation under reducedpressure. The product was purified by preparative gradient chromatographyon silica gel with 10% EtOAc in hexane. The compounds 4 or5 were obtained as white powders. Yields, melting points, and LCMSdata are given in Table 2. NMR data and Rf (for chromatographic purificationusing 10% EtOAc in hexane) are given below.
  • 2
  • [ 105161-33-9 ]
  • [ 141459-53-2 ]
  • 1-tert-butyl-3-methyl-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% General procedure: Salt 3 (6 mmol) was dissolved in MeOH (3 mL), then the concentratedaqueous solution of HCl (0.5 mL) and 1 or 2 (5 mmol) in MeOH (5 mL)were added. The reaction mixture was stirred for 4 h at r.t. After this,the additional MeOH (2 mL) and HCl (1.5 mL) were added. The reaction mixture was additionally stirred for 12 h at r.t. Then the saturatedsolution of NaHCO3 was added dropwise to the reaction mixtureuntil pH 7-8. After this, the target compound was extracted by CHCl3(3 × 30 mL). The organic layers were separated, combined, and driedover Na2SO4. The solvent was removed by evaporation under reducedpressure. The product was purified by preparative gradient chromatographyon silica gel with 10% EtOAc in hexane. The compounds 4 or5 were obtained as white powders. Yields, melting points, and LCMSdata are given in Table 2. NMR data and Rf (for chromatographic purificationusing 10% EtOAc in hexane) are given below.
 

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