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Chemical Structure| 139301-27-2 Chemical Structure| 139301-27-2
Chemical Structure| 139301-27-2

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Product Details of 4-(Trifluoromethoxy)phenylboronic acid

CAS No. :139301-27-2
Formula : C7H6BF3O3
M.W : 205.93
SMILES Code : C1=C(OC(F)(F)F)C=CC(=C1)B(O)O
MDL No. :MFCD01074648
InChI Key :HUOFUOCSQCYFPW-UHFFFAOYSA-N
Pubchem ID :2734386

Safety of 4-(Trifluoromethoxy)phenylboronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 4-(Trifluoromethoxy)phenylboronic acid

* 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.

  • Upstream synthesis route of [ 139301-27-2 ]
  • Downstream synthetic route of [ 139301-27-2 ]

[ 139301-27-2 ] Synthesis Path-Upstream   1~3

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  • [ 956697-53-3 ]
YieldReaction ConditionsOperation in experiment
61.1% With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water at 130℃; Sealed tube 4- (trifluoromethoxy) phenylboronic acid (254mg, 1.24mmol), 3-bromo -N- [6- (2,6- dimethyl - morpholin-4-yl) - pyridine 3-yl] -4-methyl -benzamide 5 (250mg, 0.62mmol), Pd (PPh 3) 4 (36mg, 0.03mmol), Na 2 CO 3 (2.0Maqueous solution, 1.23mL, 2.4mmol) and a mixture of DME (4.5mL) in a sealed tube and heated at130 ° C overnight. The reaction mixture was diluted with EtOAc and water. Theaqueous layer was extracted with EtOAc. The combined organic layers were washedwith brine and concentrated to give a crude product, which was then purified bypreparative mass triggered HPLC (C 18 column and eluted with 0.05percent TFA in CH 3CN-H 2 O elution) to give N - (6 - ((2S, 6R) -2,6- dimethyl-morpholino)pyridin-3-yl) -2-methyl-4 '- (trifluoromethoxy) biphenyl-3-carboxylic amide(183.5mg, yield 61.1percent).
References: [1] Organic and Biomolecular Chemistry, 2014, vol. 12, # 47, p. 9562 - 9571.
[2] Patent: CN103893184, 2016, B, . Location in patent: Paragraph 0096; 0100.
[3] Drugs of the Future, 2014, vol. 39, # 10, p. 677 - 684.
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References: [1] Drugs of the Future, 2014, vol. 39, # 10, p. 677 - 684.
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  • [ 105-36-2 ]
  • [ 139301-27-2 ]
  • [ 1206550-93-7 ]
References: [1] Tetrahedron, 2010, vol. 66, # 42, p. 8238 - 8241.
 

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