ChemicalBook > CAS DataBase List > 1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID

1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID

Product Name
1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID
CAS No.
344591-91-9
Chemical Name
1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID
Synonyms
AKOS BRN-1191;1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID;5-Borono-1-methyl-3-(trifluoromethyl)-1H-pyrazole;2-Methyl-5-trifluoromethyl-2H-pyrazole-3-boronic acid;1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-boronic acid;(1-methyl-3-(trifluoromethyl)-1-pyrazol-5-yl)boronic acid;(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid;3-(trifluoroMethyl)-1-Methyl-1H-pyrazol-5-yl-5-boronic acid;Boronic acid, [1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-;B-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-Boronic acid
CBNumber
CB0836634
Molecular Formula
C5H6BF3N2O2
Formula Weight
193.92
MOL File
344591-91-9.mol
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1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID Property

Melting point:
132-137°C
Boiling point:
311.3±52.0 °C(Predicted)
Density 
1.46±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
form 
powder or crystals
pka
6.97±0.58(Predicted)
Appearance
White to off-white Solid
InChI
InChI=1S/C5H6BF3N2O2/c1-11-4(6(12)13)2-3(10-11)5(7,8)9/h2,12-13H,1H3
InChIKey
XPUNXPPXMANQGF-UHFFFAOYSA-N
SMILES
B(C1N(C)N=C(C(F)(F)F)C=1)(O)O
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Safety

WGK Germany 
3
HS Code 
2933199090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
731730
Product name
1-Methyl-3-trifluoromethyl-1H-pyrazole-5-boronic acid
Purity
≥95%
Packaging
250mg
Price
$125
Updated
2023/06/20
Sigma-Aldrich
Product number
731730
Product name
1-Methyl-3-trifluoromethyl-1H-pyrazole-5-boronic acid
Purity
≥95%
Packaging
1g
Price
$242
Updated
2023/06/20
TRC
Product number
M337720
Product name
1-Methyl-3-trifluoromethylpyrazole-5-boronicAcid
Packaging
50mg
Price
$45
Updated
2021/12/16
SynQuest Laboratories
Product number
8H60-3-16
Product name
1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-boronic acid
Packaging
250mg
Price
$75
Updated
2021/12/16
Matrix Scientific
Product number
098032
Product name
(1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid
Purity
95+%
Packaging
1g
Price
$118
Updated
2021/12/16
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1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID Chemical Properties,Usage,Production

Synthesis

154471-65-5

344591-91-9

The general procedure for the synthesis of (1-methyl-3-trifluoromethyl-1H-pyrazol-5-yl)boronic acid from 1-methyl-3-trifluoromethyl-1H-pyrazole was as follows: 1-methyl-3-trifluoromethyl-1H-pyrazole (1.00 g, 6.66 mmol) was dissolved in THF (25 mL) in an oven-dried, round-bottomed flask. The flask was cooled to -78°C in an acetone/dry ice bath. Under stirring, 2.5 M n-butyllithium/hexane solution (3.196 ml, 7.99 mmol) was slowly added dropwise to the solution, followed by triisopropyl borate (5.01 g, 26.64 mmol). The reaction mixture was gradually warmed to room temperature and stirred continuously for 3 hours. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 6 with 1N HCl solution, followed by removal of THF under vacuum.The aqueous phase was extracted with EtOAc (3 x 100 ml). The organic phases were combined, washed with brine and dried with anhydrous MgSO4. After filtration, the solvent was evaporated to give 2-methyl-5-trifluoromethyl-2H-pyrazole-3-boronic acid (1.12 g, 5.80 mmol, 87% yield) as a white solid. The product was analyzed by LCMS, m/z (%) = 195 (M+H, 100). 1H NMR (400 MHz, DMSO-d6) δ: 8.37-8.40 (m, 2H), 7.57 (dd, J=4.0 Hz, 1H), 4.06 (s, 3H).

References

[1] Patent: WO2005/12254, 2005, A1. Location in patent: Page/Page column 135-136

1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID Suppliers

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344591-91-9, 1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACIDRelated Search:


  • 1-METHYL-3-TRIFLUOROMETHYLPYRAZOLE-5-BORONIC ACID
  • 3-(trifluoroMethyl)-1-Methyl-1H-pyrazol-5-yl-5-boronic acid
  • B-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-Boronic acid
  • Boronic acid, B-[1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-
  • AKOS BRN-1191
  • 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-boronic acid
  • 5-Borono-1-methyl-3-(trifluoromethyl)-1H-pyrazole
  • (1-Methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)boronic acid
  • Boronic acid, [1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl]-
  • 2-Methyl-5-trifluoromethyl-2H-pyrazole-3-boronic acid
  • (1-methyl-3-(trifluoromethyl)-1-pyrazol-5-yl)boronic acid
  • 344591-91-9
  • C5H6BF3N2O2
  • Organoborons
  • Pyrazole