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Chemical Structure| 208182-75-6 Chemical Structure| 208182-75-6

Structure of 208182-75-6

Chemical Structure| 208182-75-6

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Product Details of [ 208182-75-6 ]

CAS No. :208182-75-6
Formula : C13H10BrNO
M.W : 276.13
SMILES Code : O=C(C1=CC=CC(Br)=C1)CC2=CC=NC=C2
MDL No. :MFCD16659213

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Application In Synthesis of [ 208182-75-6 ]

* 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 [ 208182-75-6 ]

[ 208182-75-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 108-89-4 ]
  • [ 618-89-3 ]
  • [ 208182-75-6 ]
YieldReaction ConditionsOperation in experiment
93% [00207] Step 1 : l-(3-bromophenyl)-2-(4-pyridyl)ethanone. To a 1M stirring solution of LiHMDS in THF (10.2 mL) at 0C under nitrogen atmosphere was added 4-picoline (0.5 mL, 5.11 mmol) dropwise. The reaction mixture was stirred at 0C for lh then a solution of <strong>[618-89-3]methyl 3-bromobenzoate</strong> (1 g, 4.65 mmol) in THF (5 mL) was added slowly. The reaction mixture was further stirred at 0C for 1.5h before quenching with 5 mL of IN aqueous HC1. The reaction mixture was basified to pH 8-9 with saturated aqueous sodium bicarbonate and extracted with EtO Ac (2x). The combined organics were adsorbed on silica. Purification on silica with a gradient of 0-80% EtOAc/Hexane afforded 1.19 g of the titled product as a light yellow solid (93% yield): 1H NMR (DMSO-dtf, ppm) δ 4.54 (s, 2H), 7.30 (d, 2H), 7.56 (t, 1H), 7.90 (d, 1H), 8.07 (d, 1H), 8.20 (s, 1H), 8.54 (d, 2H); [M+H+] m/z 276, 278.
 

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