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Chemical Structure| 904311-41-7 Chemical Structure| 904311-41-7

Structure of 904311-41-7

Chemical Structure| 904311-41-7

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Product Details of [ 904311-41-7 ]

CAS No. :904311-41-7
Formula : C7H4ClN3O2
M.W : 197.58
SMILES Code : O=C(O)C1=NC(Cl)=C(C#N)C(N)=C1

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Application In Synthesis of [ 904311-41-7 ]

* 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 [ 904311-41-7 ]

[ 904311-41-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 904311-41-7 ]
  • [ 94341-56-7 ]
  • [ 904311-94-0 ]
YieldReaction ConditionsOperation in experiment
42% With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; diisopropylamine;nickel; In N,N-dimethyl-formamide; at 20℃; for 20h; 4-Benzenesulfonyl-benzonitrile (100 mg, 0.41 mmol) and Raney Ni (70 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 10 h. The mixture was filtered to remove the catalyst, then the filtrate was concentrated to afford an oil (80 mg). To this oil, was added 4-amino-6-chloro-5-cyano-pyridine-2-carboxylic acid from Example 181 D (50 mg, 0.25 mmol) in 1 mL of anhydrous N,N-dimethylformamide, followed by 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. ammonium acetate) to provide 45 mg (42%) of titled compound as a white solid. 1H NMR (300 MHz, DMSO-d6) delta ppm 4.48 (d, J=6.4 Hz, 2H), 7.35 (s, 1H), 7.50 (d, J=8.5 Hz, 2H), 7.56-7.71 (m, 3H), 7.79 (s, 2H), 7.86-7.97 (m, 4H), 9.26 (t, J=6.3 Hz, 1H). MS (ESI+) m/e=427 (M+H)+.
 

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