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Chemical Structure| 477251-79-9 Chemical Structure| 477251-79-9

Structure of 477251-79-9

Chemical Structure| 477251-79-9

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Product Details of [ 477251-79-9 ]

CAS No. :477251-79-9
Formula : C18H16BrN3O2
M.W : 386.24
SMILES Code : O=C(C1=CN(C2=CC=CC(Br)=C2)C3=NC=CC=C3C1=O)NC(C)C
MDL No. :MFCD32857927

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Application In Synthesis of [ 477251-79-9 ]

* 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 [ 477251-79-9 ]

[ 477251-79-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 72287-26-4 ]
  • [ 477251-79-9 ]
  • [1,1'-bis(diphenylphosphino)ferrocene]dichloronickel [ No CAS ]
  • [ 1450-75-5 ]
  • [ 497-19-8 ]
  • [ 73183-34-3 ]
  • [ 477252-06-5 ]
YieldReaction ConditionsOperation in experiment
With potassium acetate; In hexane; N,N-dimethyl-formamide; Example 23 N-Isopropyl-1-[3-(3-Acetyl-4-Hydroxyphenyl)Phenyl]-1,4-Dihydro[1,8]Naphthyridin-4-One-3-Carboxamide A mixture of 5'-bromo-2'-hydroxyacetophenone, diboron pinacol ester (1.25 eq), potassium acetate (3 eq) and [1,1'-bis (diphenylphosphino)ferrocene]dichloropalladium(II) (0.05 eq) in N,N-dimethylformamide (10 ml/mmol) was stirred at 80° C. for 3 hours and cooled down. A solution of N-Isopropyl-1-(3-bromophenyl)-1,4-dihydro[1,8]naphthyridin-4-one-3-carboxamide from Example 1, Step 4 (0.75 eq) in N,N-dimethylformamide (7 ml/mmol), [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (0.05 eq) and 2M aqueous sodium carbonate (8.5 eq) were added and the resulting mixture was stirred at 80° C. for 2.5 hours. The cooled mixture was partitioned between ethyl acetate and water and the product from the organic phase was chromatographed on silica gel eluding with 60percent ethyl acetate in hexane to afford the title compound as a light yellow solid. 1H NMR (Acetone-d6) delta 1.24 (d, 6H), 2.75 (s, 3H), 4.19 (m, 1H), 7.06 (d, 1H), 7.59-7.63 (m, 2H), 7.72 (t, 1H), 7.92 (d, 1H), 7.97 (d, 1H), 8.02 (s, 1H), 8.33 (s, 1H), 8.73 (m, 1H), 8.78 (dd, 1H), 8.90 (s, 1H), 9.65 (br, NH).
 

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