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Chemical Structure| 904309-78-0 Chemical Structure| 904309-78-0

Structure of 904309-78-0

Chemical Structure| 904309-78-0

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Product Details of [ 904309-78-0 ]

CAS No. :904309-78-0
Formula : C9H9N3O3
M.W : 207.19
SMILES Code : O=C(O)C1=NC(OCC)=C(C#N)C(N)=C1

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Application In Synthesis of [ 904309-78-0 ]

* 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 [ 904309-78-0 ]

[ 904309-78-0 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 904309-78-0 ]
  • [ 94-98-4 ]
  • [ 904310-73-2 ]
YieldReaction ConditionsOperation in experiment
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ISOPROPYLAMIDE; at 20℃; for 24h; In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of <strong>[94-98-4]2,4-dimethylbenzylamine</strong> (14 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O)6 ppm 1.31 (t, 3H) 2.18-2.45 (m, 6H) 4.27-4.56 (m, 4H) 6.77-7.24 (m, 4H) 8.87 (t, 1H). MS (ESI) positive ion 325 (M+H)+; negative ion 323(M-H)-.
  • 2
  • [ 904309-78-0 ]
  • [ 56622-54-9 ]
  • 4-amino-5-cyano-6-ethoxy-N-[(6-methylpyridin-3-yl)methyl]pyridine-2-carboxamide trifluoroacetate [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 20h; 6-Methyl-nicotinonitrile (80 mg, 0.7 mmol) and Raney Ni (60 mg, prewashed with methanol) was mixed in 30 mL of ammonia (20% solution in methanol). The heavy walled reaction vessel was charged with H2 (60 psi) and the reaction was shaken at room temperature for 3 h. The mixture was filtered to remove the catalyst, and the filtrate was concentrated to afford an oil (50 mg). This oil was dissolved in 2 mL of anhydrous N,N-dimethylformamide, followed by the addition of 4-amino-5-cyano-6-ethoxy-pyridine-2-carboxylic acid (52 mg, 0.25 mmol), O-benzotriazol-1-yl-N,N,N',N'-tetramethyluronium tetrafluoroborate (94 mg, 0.3 mmol), and N,N-diisopropylamine (52 muL, 0.3 mmol). The mixture was stirred at room temperature for 20 h. The crude product was purified via reverse phase HPLC (0-70% CH3CN in 10 mM aq. TFA) to provide 35 mg (45%) of the titled compound as the TFA salt. 1H NMR (300 MHz, DMSO-d6) delta ppm 1.33 (t, J=7.1 Hz, 3H), 2.63 (s, 3H), 4.45-4.60 (m, 4H), 7.05 (s, 1H), 7.34 (bs, 2H), 7.71 (d, J=8.1 Hz, 1H), 8.18 (d, J=8.1 Hz, 1H), 8.64 (s, 1H), 9.18 (t, J=6.3 Hz, 1H). MS (ESI+) m/e=312 (M+H)+.
  • 3
  • [ 904309-78-0 ]
  • [ 51586-20-0 ]
  • [ 904310-71-0 ]
YieldReaction ConditionsOperation in experiment
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; In ISOPROPYLAMIDE; at 20℃; for 24h; In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of 2,3-Dimethylbenzylamine (14 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O) δ ppm 1.31 (t, 3H) 2.17-2.22 (m, 3H) 2.24-2.28 (m, 3H) 4.30-4.57 (m, 4H) 6.82-7.22 (m, 4H) 8.86 (t, 1H). MS (ESI) positive ion 325 (M+H)+; negative ion 323(M-H)-.
 

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