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Chemical Structure| 49713-50-0 Chemical Structure| 49713-50-0

Structure of 49713-50-0

Chemical Structure| 49713-50-0

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Product Details of [ 49713-50-0 ]

CAS No. :49713-50-0
Formula : C9H6INO
M.W : 271.05
SMILES Code : IC1=C2N=CC=C(O)C2=CC=C1
MDL No. :MFCD06808827

Safety of [ 49713-50-0 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362-P403+P233-P501

Application In Synthesis of [ 49713-50-0 ]

* 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 [ 49713-50-0 ]

[ 49713-50-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 49713-50-0 ]
  • [ 219735-99-6 ]
  • C16H12ClNO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; water; at 89℃; for 0.0833333h; General procedure: To a stirred solution of 8-iodoquinolin-4(1H)-one (5c) (50.0 mg, 0.184 mmol) in dioxane/H2O (3:1) (0.7 mL) at ca. 20 C was added in sequence powdered K2CO3 (50.8 mg, 0.360 mmol), phenylboronic acid (39.5 mg, 0.276 mmol), and then Pd(dppf)Cl2xCH2Cl2 (1.87 mg, 1.25 mol%). The reaction mixture was then immersed into a preheated oil bath and heated at ca. 89 C (reflux) for 5 min until the iodoquinolinone 5c was consumed (by TLC). The reaction mixture was then allowed to cool to ca. 20 C, diluted (CH2Cl2, 15 mL), dried (Na2SO4), filtered and adsorbed onto silica gel. Dry flash chromatography (THF/EtOAc, 50:50) gave the title compound 6a (37.1 mg, 96%) as colorles scubes.
  • 2
  • [ 49713-50-0 ]
  • [ 452972-11-1 ]
  • C14H9ClN2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate; In 1,4-dioxane; water; at 89℃; for 0.166667h; General procedure: To a stirred solution of 8-iodoquinolin-4(1H)-one (5c) (50.0 mg, 0.184 mmol) in dioxane/H2O (3:1) (0.7 mL) at ca. 20 C was added in sequence powdered K2CO3 (50.8 mg, 0.360 mmol), phenylboronic acid (39.5 mg, 0.276 mmol), and then Pd(dppf)Cl2xCH2Cl2 (1.87 mg, 1.25 mol%). The reaction mixture was then immersed into a preheated oil bath and heated at ca. 89 C (reflux) for 5 min until the iodoquinolinone 5c was consumed (by TLC). The reaction mixture was then allowed to cool to ca. 20 C, diluted (CH2Cl2, 15 mL), dried (Na2SO4), filtered and adsorbed onto silica gel. Dry flash chromatography (THF/EtOAc, 50:50) gave the title compound 6a (37.1 mg, 96%) as colorles scubes.
 

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