| Identification | Back Directory | [Name]
Pyrazole-3-boronic acid | [CAS]
376584-63-3 | [Synonyms]
e-5-boronic acid
CHEMBRDG-BB 4201615
3-Pyrazoleboronicacid
Pyrazole-3-boronicaci
Pyrazole-5-boronic acid
Pyrazole-3-boronic acid
Pyrazole-2-boronic acid
Pyrazol-3-ylboronic acid
1H-Pyrazol-5-boronic acid
1H-Pyrazole-5-boronic acid
1H-PYRAZOLE-3-BORONIC ACID
2H-pyrazol-3-ylboronic acid
1H-PYRAZOL-3-YL BORONIC ACID
1H-PYRAZOLE-3-YL BORONIC ACID
1H-Pyrazole-3(5)-boronic acid
1H-pyrazol-5-yl-5-boronic acid
boronic acid, 1H-pyrazol-5-yl-
Boronic acid, B-1H-pyrazol-3-yl-
1H-Pyrazol-3-yl boronic acid ,97%
1H-Pyrazole-3-boronic acid hydrate, 95%
1H-pyrazol-3-ylboronic acid(SALTDATA: 2H2O)
2H-Pyrazole-3-boronic acid, 5-Borono-1H-pyrazole
1H-PYRAZOLE-3-BORONIC ACID; 1H-PYRAZOLE-5-BORONIC ACID
Pyrazole-3-boronic acid
1H-Pyrazole-3-boronic acid | [Molecular Formula]
C3H7BN2O3 | [MDL Number]
MFCD02020768 | [MOL File]
376584-63-3.mol | [Molecular Weight]
129.91 |
| Chemical Properties | Back Directory | [Melting point ]
85-88°C | [Boiling point ]
430.4±37.0 °C(Predicted) | [density ]
1.40±0.1 g/cm3(Predicted) | [storage temp. ]
2-8°C | [form ]
solid | [pka]
8.58±0.53(Predicted) | [color ]
Off-white | [Water Solubility ]
Soluble in water. | [InChI]
InChI=1S/C3H5BN2O2/c7-4(8)3-1-2-5-6-3/h1-2,7-8H,(H,5,6) | [InChIKey]
NEUWPDLMDVINSN-UHFFFAOYSA-N | [SMILES]
N1C=CC(B(O)O)=N1 |
| Hazard Information | Back Directory | [Uses]
Significantly used as synthetic intermediates. They are widely used in the production of optics. | [Synthesis]
General procedure for the synthesis of 1H-pyrazole-3-boronic acid from 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole: To a solution of 1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (7.6 g, 52 mmol) in tetrahydrofuran (THF, 50 mL) was added slowly at -78 °C n-butyllithium (n-BuLi, 33 mL, 2.5 M hexane solution, 82.5 mmol), followed by the addition of triisopropylborane (12.7 mL, 55 mmol) dropwise, keeping the reaction temperature at -70 °C. The reaction mixture was stirred at -70 °C for 1 hour and then slowly warmed to room temperature over 4 hours. After completion of the reaction, the reaction was quenched with 2M hydrochloric acid (HCl) and the solvent was removed under vacuum. The pH of the reaction mixture was adjusted to 6 with 1M sodium hydroxide (NaOH) solution, at which time a precipitate was formed. The precipitate was collected by filtration, washed sequentially with toluene and petroleum ether, and finally ground with ethyl acetate to afford 1H-pyrazole-3-boronic acid as a white solid (2.7 g, 48% yield), and the product could be used in subsequent reactions without further purification. | [References]
[1] Patent: WO2007/138072, 2007, A2. Location in patent: Page/Page column 55
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 12, p. 2995 - 3008 |
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