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Chemical Structure| 942261-69-0 Chemical Structure| 942261-69-0

Structure of 942261-69-0

Chemical Structure| 942261-69-0

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Product Details of [ 942261-69-0 ]

CAS No. :942261-69-0
Formula : C11H10N2O
M.W : 186.21
SMILES Code : O=C(C1CC1)C2=CC=C3C(NC=C3)=N2
MDL No. :MFCD20687107

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Application In Synthesis of [ 942261-69-0 ]

* 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 [ 942261-69-0 ]

[ 942261-69-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 23719-80-4 ]
  • [ 189882-33-5 ]
  • [ 942261-69-0 ]
YieldReaction ConditionsOperation in experiment
Step A: Cyclopropyl(1H-pyrrolo[2,3-b]pyridin-6-yl)methanone In a round-bottomed flask under an argon atmosphere, 3 g (21 mmol) of <strong>[189882-33-5]1H-pyrrolo[2,3-b]pyridine-6-carbonitrile</strong> are dissolved in 35 ml of anhydrous tetrahydrofuran. 5.35 ml (42 mmol) of trimethylsilyl chloride and 126 ml (126 mmol) of phenylmagnesium bromide (1M in tetrahydrofuran) are then added. The reaction mixture is stirred for 1 night at ambient temperature. It is then hydrolyzed with 100 ml of 2M ammonium chloride solution. The pH is then acidified to 1 using 10% hydrochloric acid and the mixture is stirred for 2 hours at ambient temperature. The pH of that solution is then brought to 9 using concentrated ammonium hydroxide solution. The aqueous phase is extracted twice with 100 ml of dichloromethane. The organic phases are dried over magnesium sulphate, filtered and evaporated under reduced pressure. The crude product is purified by chromatography on silica gel (petroleum ether/ethyl acetate: 9/1 then 8/2) to yield the title product in the form of a beige solid. Melting point: 159 C. MS: m/z=187 [M+H]+.
 

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