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Chemical Structure| 329203-85-2 Chemical Structure| 329203-85-2

Structure of 329203-85-2

Chemical Structure| 329203-85-2

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Product Details of [ 329203-85-2 ]

CAS No. :329203-85-2
Formula : C9H13NSSi
M.W : 195.36
SMILES Code : C[Si](C#CC1=CSC(C)=N1)(C)C
MDL No. :MFCD09031635

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Application In Synthesis of [ 329203-85-2 ]

* 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 [ 329203-85-2 ]

[ 329203-85-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 124289-21-0 ]
  • [ 329203-85-2 ]
  • 3-methyl-5-[(2-methyl-1,3-thiazol-4-yl)ethynyl]benzonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
With copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine;bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 100℃; for 0.25h;Microwave irradiation; 3-Methyl-5-[(2-methyl-1,3-thiazol-4-yl)ethynyl]benzonitrile Tetrabutylammonium fluoride (3.2 mL, 1M in THF, 3.2 mmol) was added to a mixture of <strong>[124289-21-0]3-bromo-5-methylbenzonitrile</strong> (394 mg, 2.01 mmol), 2-methyl-4-[(trimethylsilyl)ethynyl]-1,3-thiazole (605 mg, 3.10 mmol), triethylamine (0.60 mL, 4.3 mmol), copper (I) iodide (76 mg, 0.40 mmol), dichlorobis(triphenylphosphine)palladium(II) (138 mg, 0.20 mmol), and N,N-dimethylformamide (4 mL). Nitrogen was bubbled through the resulting mixture for 15 min, and the reaction was heated in a microwave reactor at 100 C. for 15 min. The solvent was removed in vacuo, and the resulting residue was chromatographed on silica gel with hexanes:EtOAc (9:1?1:1) to afford 3-methyl-5-[(2-methyl-1,3-thiazol-4-yl)ethynyl]benzonitrile as an off-white solid. 1H NMR (CDCl3, 500 MHz) delta 7.63 (s, 1H), 7.58 (s, 1H), 7.43 (s, 1H), 7.42 (s, 1H), 2.75 (s, 3H), 2.39 (s, 3H). MS (ESI) 239.5 (M++H).
 

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