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Chemical Structure| 397325-35-8 Chemical Structure| 397325-35-8

Structure of 397325-35-8

Chemical Structure| 397325-35-8

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Product Details of [ 397325-35-8 ]

CAS No. :397325-35-8
Formula : C8H7N3
M.W : 145.16
SMILES Code : CC1=CN=C(N=CC=N2)C2=C1

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Application In Synthesis of [ 397325-35-8 ]

* 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 [ 397325-35-8 ]

[ 397325-35-8 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 52333-42-3 ]
  • [ 4542-61-4 ]
  • [ 144-55-8 ]
  • [ 32005-36-0 ]
  • [ 397325-35-8 ]
YieldReaction ConditionsOperation in experiment
60% With caesium carbonate; triphenylphosphine; In 1,4-dioxane; Example 105 Under nitrogen atmosphere, to a mixture of <strong>[52333-42-3]7-bromopyrido[2,3-b]pyrazine</strong> (300 mg), methyl boronate (100 mg) and cesium carbonate (930 mg) were added dioxane (7.0 ml), bis(dibenzilidenacetone)-palladium (80.0 mg) and triphenylphosphine (87.0 mg), and the mixture was stirred at 100 C. for 2.5 hours. To the reaction solution was added a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted three times with ethyl acetate. The extracts were combined, washed with a saturated brine, dried over magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate=3/1?1/1?0/1?ethyl acetate/ethanol=10/1) to give 7-methyl-pyrido[2,3-b]pyrazine (125 mg, 60%). 1H NMR (CDCl3, 400 MHz) delta 9.06 (d, 1H, J=2.3 Hz), 9.02 (d, 1H, J=1.7 Hz), 8.91 (d, 1H, J=1.7 Hz), 8.24 (d, 1H, J=2.3 Hz), 2.65 (s, 3H).
  • 2
  • [ 52333-42-3 ]
  • bis(dibenzilidenacetone)palladium [ No CAS ]
  • [ 4542-61-4 ]
  • [ 144-55-8 ]
  • [ 397325-35-8 ]
YieldReaction ConditionsOperation in experiment
60% With caesium carbonate; triphenylphosphine; In 1,4-dioxane; (105-1) Under nitrogen atmosphere, to a mixture of <strong>[52333-42-3]7-bromopyrido[2,3-b]pyrazine</strong> (300 mg), methyl boronate (100 mg) and cesium carbonate (930 mg) were added dioxane (7.0 ml), bis(dibenzilidenacetone)palladium (80.0 mg) and triphenylphosphine (87.0 mg), and the mixture was stirred at 100C for 2.5 hours. To the reaction solution was added a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted three times with ethyl acetate. The extracts were combined, washed with a saturated brine, dried over magnesium sulfate, and filtered. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column (hexane/ethyl acetate = 3/1 ? 1/1 ? 0/1 ? ethyl acetate/ethanol = 10/ 1) to give 7-methylpyrido[2,3-b]pyrazine (125 mg, 60 %). 1H NMR (CDCl3, 400MHz) delta 9.06 (d, 1H, J=2.3Hz), 9.02 (d, 1H, J=1.7Hz), 8.91 (d, 1H, J=1.7Hz), 8.24 (d, 1H, J=2.3Hz), 2.65 (s, 3H).
 

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