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Chemical Structure| 149507-26-6 Chemical Structure| 149507-26-6
Chemical Structure| 149507-26-6

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CAS No.: 149507-26-6

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Product Details of (3-Fluoro-4-methoxyphenyl)boronic acid

CAS No. :149507-26-6
Formula : C7H8BFO3
M.W : 169.95
SMILES Code : C1=C(F)C(=CC=C1B(O)O)OC
MDL No. :MFCD00807404
InChI Key :IILGLPAJXQMKGQ-UHFFFAOYSA-N
Pubchem ID :2782194

Safety of (3-Fluoro-4-methoxyphenyl)boronic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of (3-Fluoro-4-methoxyphenyl)boronic 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.

  • Downstream synthetic route of [ 149507-26-6 ]

[ 149507-26-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 1445-39-2 ]
  • [ 149507-26-6 ]
  • [ 890021-33-7 ]
YieldReaction ConditionsOperation in experiment
Example 38; 5-(4-(6,7-Dimethoxyquinolin-4-yloxy)-3-fluorophenyl)-N- phenylpyrimidin-2-amine; Step 1: Preparation of 5- (3-fluoro-4-methoxgammaphengammal) pyrimidin-2- amine; In a 500 mL round bottom flask under N2, 3-fluoro-4- methoxyphenylboronic acid (5.0 g, 29.4 mmol) and 5-iodopyrimidin- 2-amine (5.5 g, 24.9 mmol) were mixed. Toluene (100 mL) , EtOH (40 mL) and H2O (20 mL) were added, followed by the addition of Na2CO3 (3.0 g, 24.2 mmol). A stream of N2 was bubbled through the mixture for 5 min before the catalyst Pd(PPh)4 (0.30 g, 0.26 mmol) was added. The mixture was heated at 80 C under N2 for 20 h whereby it was cooled to RT. A solution of NaOH (5 N, 10 mL) was added to the mixture and stirring was continued for 10 min. The mixture was filtered and the solid was washed with H2O (3 x 10 mL) , followed by a mixture of hexanes - EtOAc (1:1, 30 mL) . The solid was dried in the air to give the title compound. MS (ESI pos. ion) m/z: 220. CaIc'd for C11H10FN3O: 219.08.
  • 2
  • [ 55305-43-6 ]
  • [ 149507-26-6 ]
  • [ 331-62-4 ]
  • 3
  • [ 261953-36-0 ]
  • [ 149507-26-6 ]
  • 6-(3-fluoro-4-methoxyphenyl)-1H-indazole [ No CAS ]
  • 4
  • [ 261953-36-0 ]
  • [ 149507-26-6 ]
  • 6-(3-fluoro-4-hydroxyphenyl)-1H-indazole [ No CAS ]
  • 5
  • [ 885588-14-7 ]
  • [ 149507-26-6 ]
  • methyl 5-fluoro-2-(3-fluoro-4-methoxyphenyl)isonicotinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; caesium carbonate; In 1,4-dioxane; at 100℃; for 2.0h;Inert atmosphere; A suspension of <strong>[885588-14-7]methyl 2-bromo-5-fluoroisonicotinate</strong>(1.0 g, 4.27 mmol), (3-fluoro-4- methoxyphenyl)boronic acid (1.089 g, 6.41 mmol) , Cs2CO3 (2.78 g, 8.55 mmol) and PdCl2(dppf).CH2Cl2 adduct (0.349 g, 0.427 mmol) in dioxane (10 mL) was stirred at 100 C under Ar for 2 hr. Then the mixture was diluted with water, extracted with EtOAc, the organic layer was dired over Na2SO4, filtered and concentrated in vacuum.The residue was purified by CombinFlash (PE/EA, EA: 20~40% for 50mins) to afford methyl 5-fluoro-2-(3-fluoro-4- methoxyphenyl)isonicotinate (Intermediate D).1H NMR (400 MHz, DMSO-d6) d 8.79 (t ,1H), 8.24 (t ,1H), 7.95- 7.87 (m ,2H), 7.27 (t ,3H), 3.92 (d ,6H). LC-MS: [M+H]+ = 279.9.
 

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