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Chemical Structure| 866683-29-6 Chemical Structure| 866683-29-6

Structure of 866683-29-6

Chemical Structure| 866683-29-6

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Product Details of [ 866683-29-6 ]

CAS No. :866683-29-6
Formula : C11H12N2Si
M.W : 200.31
SMILES Code : N#CC1=CC(C#C[Si](C)(C)C)=CN=C1
MDL No. :MFCD23161611

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Application In Synthesis of [ 866683-29-6 ]

* 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 [ 866683-29-6 ]

[ 866683-29-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 866683-29-6 ]
  • [ 156150-67-3 ]
  • [ 866685-08-7 ]
YieldReaction ConditionsOperation in experiment
31% With tetrabutyl ammonium fluoride; triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; at -78 - 70℃; Stir 5-trimethylsilanylethynyl-nicotinonitrile (300 mg, 1. 5 mmol), (prepared essentially as described in PREPARATION 3), <strong>[156150-67-3]2-chloro-1-fluoro-4-iodobenzene</strong> (390 mg, 1. 5 mmol), bis (triphenylphosphine) palladium (II) dichloride (50 mg, 0. 08 mmol) and copper (I) iodide (20 mg, 0. 15 mmol) in triethylamine (15 mL) under nitrogen and cool to - 78C. Add a 1 M solution of tetrabutylammonium fluoride (1. 5 mL) in tetrahydrofuran and warm to room temperature and then heat at 70 C until complete by thin layer chromatography. Concentrate and purify the residue by silica gel chromatography, eluting with hexanes : ethyl acetate, and then recrystallize from hexanes : ethyl acetate to give the title compound (120 mg, 31%). 1H NMR (400 MHz, CDCl3) 6 7. 18 (t, J = 8. 8 Hz, 1H), 7. 46-7. 42 (m, 1H), 7. 62 (dd, J = 6. 8 Hz, 2. 0 Hz, 1H), 8. 06 (t, J = 2. 2 Hz, 1H), 8. 82 (d, J = 1. 8 Hz, 1H), 8. 91 (d, J = 2. 2 Hz, 1H) ; HRMS calcd for C14H7ClFN2 257. 0282. Found 257. 0266 ; Anal. Calcd for C14H6ClFN2 : C, 65. 52 ; H, 2. 37 ; N, 10. 91. Found : C, 65. 59 ; H, 2. 48 ; N, 10. 67.
 

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