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Chemical Structure| 10168-58-8 Chemical Structure| 10168-58-8

Structure of 10168-58-8

Chemical Structure| 10168-58-8

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Product Details of [ 10168-58-8 ]

CAS No. :10168-58-8
Formula : C6H6BrNO
M.W : 188.02
SMILES Code : CC1=C[N+]([O-])=CC=C1Br
MDL No. :MFCD11870743

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Application In Synthesis of [ 10168-58-8 ]

* 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 [ 10168-58-8 ]

[ 10168-58-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 10168-58-8 ]
  • [ 151169-74-3 ]
  • [ 847406-09-1 ]
YieldReaction ConditionsOperation in experiment
36% With potassium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; at 90℃; for 48h; To a stirred solution of 4-BROMO-3-METHYL- pyridine N-oxide (0.985 G, 5.2 mmol) (prepared from 4-bromo-3-methyl-pyridine in the same manner as in Example 1B) and 2,3-dichloro PHENYLBORONIC acid (1-. 0 G, 5.2 mmol) in DME (5.8 mL) was added potassium carbonate (0.869 g, 6.3 mmol). The mixture was de- gassed by bubbling nitrogen with a syringe for 5 min through the mixture, followed by addition of Pd- (PPH3) 4 (0.606 g, 0.52 mmol). A reflux condenser was attached to the flask and the mixture heated to 90C for 48 h. The mixture was cooled to ambient temper- ature and partitioned between ethyl acetate and brine. The organic layer was washed with brine (3X20 ML) and dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting oil was purified by flash chromatography on silica gel elut- ing with 4% 7 N methanolic ammonia/DCM to provide the title compound (0.483 g, 5.24 mmol, 36% yield) as a white SOLID. 1H NMR (CDC13, 400 MHz) 5-8. 18 (s, 1H), 8. 14 (m, 1H), 7.57 (m, 1H), 7.33 (t, J=8 Hz, 1H), 7.15 (m, 1H), 7. 08 (d, J=6., 64 Hz, 1H, 2. 10 (s, 3H).
 

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