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Chemical Structure| 239137-42-9 Chemical Structure| 239137-42-9

Structure of 239137-42-9

Chemical Structure| 239137-42-9

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Product Details of [ 239137-42-9 ]

CAS No. :239137-42-9
Formula : C11H9BrN2
M.W : 249.11
SMILES Code : BrC1=C(NC2=CC=CC=C2)C=CN=C1

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Application In Synthesis of [ 239137-42-9 ]

* 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 [ 239137-42-9 ]

[ 239137-42-9 ] Synthesis Path-Downstream   1~2

  • 2
  • [ 13534-90-2 ]
  • [ 62-53-3 ]
  • [ 239137-42-9 ]
YieldReaction ConditionsOperation in experiment
72% With palladium diacetate; triphenylphosphine; sodium t-butanolate; In toluene; at 110℃; for 5h;Inert atmosphere; Aniline (86 mg, 0.929 mmol, 1.1 equiv.) was added to a pressure tube that was charged with <strong>[13534-90-2]3,4-dibromopyridine</strong> 1 (200 mg, 0.844 mmol, 1 equiv.), Pd(OAc)2 (9 mg, 42 mumol, 0.05 equiv.), PPh3 (22 mg, 84 mumol, 0.1 equiv.) and sodium tert-butoxide (243 mg, 2.53 mmol, 3 equiv.) under argon. The tube was backfilled with argon several times. The degassed anhydrous toluene (7 mL) was added under argon. The reaction mixture then heated at 110 C for 5 h. After cooling, the reaction mixture was diluted with dichloromethane (10 mL), and the resulting mixture was filtered through a pad of Celite, which was washed three times with dichloromethane (30 mL). The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography (silica gel; hexane/ethyl acetate, 10:1) to yield 8a (151 mg, 72%) as a colorless oil; 1H NMR (500 MHz, Chloroform-d) delta 8.48 (s, 1H), 8.13 (d, J = 5.7 Hz, 1H), 7.44 - 7.37 (m, 2H), 7.28 - 7.19 (m, 3H), 6.91 (d, J = 5.7 Hz, 1H), 6.52 (s, 1H); 13C NMR (126 MHz, Chloroform-d) delta 151.54, 148.79, 148.11, 138.47, 129.76, 125.54, 123.44, 108.39, 107.78.
 

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