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Chemical Structure| 942261-72-5 Chemical Structure| 942261-72-5

Structure of 942261-72-5

Chemical Structure| 942261-72-5

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Product Details of [ 942261-72-5 ]

CAS No. :942261-72-5
Formula : C14H16N2O
M.W : 228.29
SMILES Code : O=C(C1CCCCC1)C2=CC=C3C(NC=C3)=N2
MDL No. :MFCD23703412

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Application In Synthesis of [ 942261-72-5 ]

* 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 [ 942261-72-5 ]

[ 942261-72-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 931-51-1 ]
  • [ 189882-33-5 ]
  • [ 942261-72-5 ]
YieldReaction ConditionsOperation in experiment
Step A: 6-(1-Cyclohexylvinyl)-1H-pyrrolo[2,3-b]pyridine Under an argon atmosphere, 1.5 g (10.48 mmol) of <strong>[189882-33-5]1H-pyrrolo[2,3-b]pyridine-6-carbonitrile</strong> are dissolved in 20 ml of anhydrous tetrahydrofuran. 2.66 ml (20.96 mmol) of trimethysilyl chloride are then added. That mixture is then added to 31 ml (62.87 mmol) of cyclohexylmagnesium chloride dissolved in 20 ml of anhydrous tetrahydrofuran. The reaction mixture is stirred for 20 hours at ambient temperature. It is then hydrolyzed with 50 ml of 2M ammonium chloride. After acidification to pH 1 using 6M hydrochloric acid, the mixture is stirred for 2 hours at ambient temperature. It is then rendered basic to pH 8 using aqueous ammonium hydroxide solution and extracted 3 times with 20 ml of dichloromethane. The organic phases are dried over magnesium sulphate, filtered and evaporated. The crude product is purified by chromatography on silica gel (petroleum ether/ethyl acetate: 9/1, 8/2 then 7/3) to yield the title product in the form of a yellowish solid. Melting point: 160 C. MS: m/z=229 [M+H]+.
 

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