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Chemical Structure| 1552300-42-1 Chemical Structure| 1552300-42-1

Structure of 1552300-42-1

Chemical Structure| 1552300-42-1

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Product Details of [ 1552300-42-1 ]

CAS No. :1552300-42-1
Formula : C14H16BrN3O
M.W : 322.20
SMILES Code : O=C1N(C2CCCC2)C3=C(C(C)=NC(N)=C3)C=C1Br
MDL No. :MFCD27991894

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Application In Synthesis of [ 1552300-42-1 ]

* 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 [ 1552300-42-1 ]

[ 1552300-42-1 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1083326-75-3 ]
  • [ 1552300-42-1 ]
  • [ 1552300-62-5 ]
YieldReaction ConditionsOperation in experiment
64% With bis(triphenylphosphine)palladium(II) chloride; potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 3h;Inert atmosphere; General procedure: To a mixture of compound 8a (30 mg, 0.076 mmol), (6-methoxypyridin-3-yl)boronic acid (17.4 mg, 0.115 mmol) and potassium carbonate (166 mg, 1.20 mmol) in DMF (3 mL) and water (0.6 mL) was added bis(triphenylphosphine)palladium (II) chloride (11 mg, 0.0152 mmol). The resulting mixture was degassed and stirred at 100 C under Argon atmosphere for 3 hrs. The reactions were cooled and concentrated in vacuo. The residue was diluted with water (30 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium water 200:10:1, v/v) to give the title compound 9a (29 mg, 90% yield) as a yellow solid.
  • 2
  • [ 1552300-42-1 ]
  • [ 628692-15-9 ]
  • [ 1552300-49-8 ]
YieldReaction ConditionsOperation in experiment
47% With bis(triphenylphosphine)palladium(II) chloride; potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 3h;Inert atmosphere; General procedure: To a mixture of compound 8a (30 mg, 0.076 mmol), (6-methoxypyridin-3-yl)boronic acid (17.4 mg, 0.115 mmol) and potassium carbonate (166 mg, 1.20 mmol) in DMF (3 mL) and water (0.6 mL) was added bis(triphenylphosphine)palladium (II) chloride (11 mg, 0.0152 mmol). The resulting mixture was degassed and stirred at 100 °C under Argon atmosphere for 3 hrs. The reactions were cooled and concentrated in vacuo. The residue was diluted with water (30 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium water 200:10:1, v/v) to give the title compound 9a (29 mg, 90percent yield) as a yellow solid.
 

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