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Structure of 122535-03-9

Chemical Structure| 122535-03-9

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Product Details of [ 122535-03-9 ]

CAS No. :122535-03-9
Formula : C10H9NO3
M.W : 191.18
SMILES Code : O=C(C1=CN=C2C(OC=C2)=C1)OCC
MDL No. :MFCD22988836

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Application In Synthesis of [ 122535-03-9 ]

* 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 [ 122535-03-9 ]

[ 122535-03-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 80370-42-9 ]
  • [ 56267-48-2 ]
  • [ 122535-03-9 ]
  • 2
  • conc. hydrogen chloride [ No CAS ]
  • 3-(t-butoxycarbamoyl)furan [ No CAS ]
  • [ 80370-42-9 ]
  • [ 122535-03-9 ]
YieldReaction ConditionsOperation in experiment
Zinc chloride; In ethanol; Step A: Preparation of ethyl furo[3,2-b]pyridine-6-carboxylate To a solution of conc. hydrogen chloride (100 mL) containing zinc chloride (11.6 g, 83 mmoL) was added 3-(t-butoxycarbamoyl)furan (13.8 g, 75.4 mmol). After stirring for 5 minutes, the reaction mixture was diluted with ethanol (60 mL) and a solution of <strong>[80370-42-9]ethoxycarbonylmalonaldehyde</strong> (11.6 g, 80.6 mmol) in ethanol (40 mL) was added. This mixture was warmed at 80° C. for two hours and then cooled and poured into ice/water and made basic with ammonium hydroxide. The product was extracted into methylene chloride, dried over anhydrous sodium sulfate, filtered through a pad of charcoal and evaporated. This residue was chromatographed on silica gel eluding with chloroform to give 5.92 g of purified product. Crystallization from hexane provided product with, mp: 63°-65° C. Analysis calculated for C10 H9 NO3: N, 7.33; C, 62.82; H, 4.74. Found: N, 7.23; C, 63.09; H, 4.87.
 

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