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Chemical Structure| 781637-62-5 Chemical Structure| 781637-62-5
Chemical Structure| 781637-62-5

2-(Bromomethyl)-6-(trifluoromethyl)pyridine

CAS No.: 781637-62-5

4.5 *For Research Use Only !

Cat. No.: A466793 Purity: 95%

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Product Details of [ 781637-62-5 ]

CAS No. :781637-62-5
Formula : C7H5BrF3N
M.W : 240.02
SMILES Code : FC(F)(F)C1=CC=CC(CBr)=N1
MDL No. :MFCD15526798
InChI Key :OQCJTIRYBJPXHK-UHFFFAOYSA-N
Pubchem ID :46941463

Safety of [ 781637-62-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P260-P264-P270-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P405-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 781637-62-5 ]

* 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 [ 781637-62-5 ]

[ 781637-62-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 131747-53-0 ]
  • [ 781637-62-5 ]
YieldReaction ConditionsOperation in experiment
With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20℃; for 1h; 3.78 g of carbon tetrabromide and 2.78 g of triphenylphosphine were added to a solution containing 1.70 g of the (6-trifluoromethylpyridin-2-yl) methanol obtained in (4) dissolved in 30 ml of methylene chloride followed by stirring for 1 hour at room temperature. 30 ml of acetonitrile, 1.52 g of N-(t-butoxycarbonyl) hydroxylamine and 1.74 g of 1,8-diazabicyclo[5.4.0]-7-undecene (DBU) were added to this reaction solution followed by stirring for 3 hours at room temperature. Following completion of the reaction, aqueous ammonium chloride solution was added to the reaction mixture followed by extraction with ethyl acetate. The ethyl acetate layer was dried by addition of anhydrous magnesium sulfate followed by filtration and distilling off the solvent from the filtrate under reduced pressure. The resulting residue was purified by silica gel column chromatography (developing solvent; n-hexane:ethyl acetate = 3:1 (volume ratio)) to obtain 1.54 g of the target compound of t-butyl N-[(6-trifluoromethylpyridin-2-yl)methyloxy] carbamate (yield: 59%). [1H-NMR Data of t-Butyl N-[(6-trifluoromethylpyridin-2-yl)methyloxy] Carbamate 1H-NMR (CDCl3/TMS, delta ppm): 7.90(dd,1H), 7.73(d,1H), 7.62(d,1H), 7.44(bs,1H), 1.48(s,9H)
  • 2
  • [ 1620-72-0 ]
  • [ 781637-62-5 ]
YieldReaction ConditionsOperation in experiment
28.4% With N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile); In tetrachloromethane; at 90℃; for 15h; <strong>[1620-72-0]2-methyl-6-(trifluoromethyl)pyridine</strong> (100 mg, 0.620 mmol) was dissolved in CC14 (3 mL), and N-bromosuccinimide (NBS) (110 mg, 0.620 mmol) and 1,1'- azobis(cyclohexanecarbonitrile) (VAZO, 8 mg, 0.031 mmol) were added thereto, followed by heating and stirring at 90 C for 15 hrs. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by MPLC (Hex/EA = 5:1) to obtain the title compound as white solid (42.5 mg, yield: 28.4%). 1H NMR (300MHz, CDC13) delta 4.60 (2H, s), 7.61 (1H, d), 7.68 (1H, d), 7.90 (1H, t)
28.4% With N-Bromosuccinimide; 1,1'-azobis(1-cyanocyclohexanenitrile); In tetrachloromethane; at 90℃; for 15h; <strong>[1620-72-0]2-methyl-6-(trifluoromethyl)pyridine</strong> (100 mg, 0.620 mmol) was dissolved in CCl4 (3 mL), and N-bromosuccinimide (NBS) (110 mg, 0.620 mmol) and 1,1'-azobis(cyclohexanecarbonitrile) (VAZO, 8 mg, 0.031 mmol) were added thereto, followed by heating and stirring at 90 C. for 15 hrs. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by MPLC (Hex/EA=5:1) to obtain the title compound as white solid (42.5 mg, yield: 28.4%). 1H NMR (300 MHz, CDCl3) delta 4.60 (2H, s), 7.61 (1H, d), 7.68 (1H, d), 7.90 (1H, t)
 

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