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Chemical Structure| 178162-69-1 Chemical Structure| 178162-69-1

Structure of 178162-69-1

Chemical Structure| 178162-69-1

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Product Details of [ 178162-69-1 ]

CAS No. :178162-69-1
Formula : C12H16BrN
M.W : 254.17
SMILES Code : BrC1=CC=C(CN2CCCCC2)C=C1
MDL No. :MFCD06080709

Safety of [ 178162-69-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335-H401
Precautionary Statements:P261-P273-P305+P351+P338

Application In Synthesis of [ 178162-69-1 ]

* 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 [ 178162-69-1 ]

[ 178162-69-1 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 178162-69-1 ]
  • [ 73183-34-3 ]
  • [ 859833-22-0 ]
YieldReaction ConditionsOperation in experiment
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate; In 1,4-dioxane; at 100℃; for 2.5h;Inert atmosphere; General procedure: To a stirred solution of 10 (1.00g, 4.00mmol) and K2CO3 (1.66g, 12.00mmol) in acetonitrile (20mL) was added dropwise diethylamine solution (1.20g, 16.00mmol) at room temperature for 2h. The solvent was evaporated in vacuo and the residue was then dissolved in EtOAc (50mL) and washed with water (20mL×3), the organic layers were washed with brine, and dried over anhydrous Na2SO4. The solvent was evaporated under reduced pressure to provide the 11a (0.83g, 84.7% yield) as an off-white liquid. (0041) Then, a mixture of 11a (0.83g, 3.43mmol), bis(pinacolato)diboron (0.96g, 3.77mmol), PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol) and potassium acetate (0.67g, 6.86mmol) in anhydrous 1,4-dioxane (15mL) was purged with argon and heated at 100C for 2.5h. The reaction was then treated with 6 (1.20g, 3.60mmol), 2.0M aqueous Na2CO3 (5mL) and another portion of PdCl2(dppf)-CH2Cl2 (0.084g, 0.103mmol), then heated at 110C for 12h under argon. The reaction mixture was cooled to room temperature, filtered, and concentrated. The final compound was purified by MPLC (ISCO CombiFlash purification system) (MeOH/DCM, eluted from 0% to 10%), The fractions were collected, concentrated to afford 12a (0.72g, 57.2% yield).
 

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