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Chemical Structure| 1000205-32-2 Chemical Structure| 1000205-32-2

Structure of 1000205-32-2

Chemical Structure| 1000205-32-2

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Product Details of [ 1000205-32-2 ]

CAS No. :1000205-32-2
Formula : C12H7ClF3N
M.W : 257.64
SMILES Code : C=CC1=C2N=C(C(F)(F)F)C=C(Cl)C2=CC=C1
MDL No. :MFCD28965205

Safety of [ 1000205-32-2 ]

Application In Synthesis of [ 1000205-32-2 ]

* 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 [ 1000205-32-2 ]

[ 1000205-32-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 655235-61-3 ]
  • potassium vinyltrifluoroborate [ No CAS ]
  • [ 1000205-32-2 ]
YieldReaction ConditionsOperation in experiment
72% With triethylamine;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In ethanol; for 3.0h;Heating / reflux; A suspension of 2.00 g (6.25 mmol) 8-bromo-4-chloro-2-trifluoromethylquinoline (commercially available from Maybridge, Cornwall, UK), 258 mg (0.31 mmol) PdCl2dppf CH2Cl2, 1.29 g (9.37 mmol) potassium vinyl tetrafluoroborate and 0.88 ml (6.28 mmol) triethylamine in 40 ml ethanol was heated at reflux for 3 h. The resulting yellow suspension was filtered and the filtrate evaporated to dryness. The residue was suspended in ethyl acetate, filtered and the filtrate extracted with water. The organic layer was evaporated to dryness and the isolated crude product purified by silica gel chromatography (hexane) to yield 1.17 g (72%) of the title compound as white crystals. MS: 257.1 (M+). 1H-NMR (300 MHz, CDCl3): 5.58 (dd, J=I Ll, LlHz, IH); 6.07 (dd, J=17.8, LlHz, IH); 7.75 (t, J=7.7Hz, IH); 7.81 (s, IH); 7.99 (dd, J=17.8, I LlHz, IH); 8.09 (d, J=7.2Hz, IH); 8.23 (d, J=8.4Hz, IH).
  • 2
  • [ 172222-30-9 ]
  • [ 1000205-32-2 ]
  • [RuCl2(tricyclohexylphosphine)((4-chloro-2-trifluoromethyl-8-quinolinyl)methylene)] [ No CAS ]
YieldReaction ConditionsOperation in experiment
17% With copper(l) chloride; In dichloromethane; at 30℃; for 1.5h; A suspension of 3.07 g (3.73 mmol) of [RuCl2(PCy3)2(phenylmethylene)] (commercial available from Sigma-Aldrich Inc., St. Louis, USA), 380 mg (3.84 mmol) copper chloride and 1.06 g (4.10 mmol) 4-chloro-2-trifluoromethyl-8-vinyl-quinoline in 135 ml methylene chloride was stirred at 300C for 90 min. The reaction mixture was evaporated to dryness and the isolated crude product purified by silica gel chromatography (hexane / ethyl acetat 2:1) and finally digested in 50 ml pentane at room temperature for 30 min to yield 429 mg (17percent) of the title compound as dark green crystals. MS: 697.0 (M+). 31P-NMR (121 MHz, C6D6): 54.2 ppm. 1H-NMR (300 MHz, C6D6): 1.18-2.35 (m, 30H); 2.60 (q, J=12.0Hz, 3H); 6.82 (t, J=6.0Hz, IH); 7.01 (d, J=3.0Hz, IH); 7.55 (d, J= 6.0Hz, IH); 7.89 (d, J=6.0Hz, IH); 17.80-17.90 (m, IH).
 

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