1H-Pyrazole-4-boronic acid pinacol ester, 98%
1H-Pyrazole-4-boronic acid pinacol ester, 98%
1H-Pyrazole-4-boronic acid pinacol ester, 98%
1H-Pyrazole-4-boronic acid pinacol ester, 98%
Thermo Scientific Chemicals

1H-Pyrazole-4-boronic acid pinacol ester, 98%

CAS: 269410-08-4 | C9H15BN2O2 | 194.04 g/mol
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5 g
Catalog number L19654.06
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Quantity:
5 g
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Price (EUR)
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Chemical Identifiers
CAS269410-08-4
IUPAC Name4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
Molecular FormulaC9H15BN2O2
InChI KeyTVOJIBGZFYMWDT-UHFFFAOYSA-N
SMILESCC1(C)OB(OC1(C)C)C1=CNN=C1
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SpecificationsSpecification SheetSpecification Sheet
Assay (GC)≥97.5%
FormCrystals or powder or crystalline powder
Appearance (Color)White to cream to pale brown
1H-Pyrazole-4-boronic acid pinacol ester is a useful reagent for Suzuki-Miyaura cross-couplings as well as Ruthenium-catalyzed asymmetric hydrogenation. It is also used as reagent for preparing VEGF, Aurora, RHO (ROCK), Janus Kinase 2, c-MET, ALK, S-nitrsoflutathione reductase, CDC7, Acetyl-CoA carboxylase inhibitors as well as other biologically active compounds.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1H-Pyrazole-4-boronic acid pinacol ester is a useful reagent for Suzuki-Miyaura cross-couplings as well as Ruthenium-catalyzed asymmetric hydrogenation. It is also used as reagent for preparing VEGF, Aurora, RHO (ROCK), Janus Kinase 2, c-MET, ALK, S-nitrsoflutathione reductase, CDC7, Acetyl-CoA carboxylase inhibitors as well as other biologically active compounds.

Solubility
Insoluble in water.

Notes
Keep the container tightly sealed. Store in a cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.
RUO – Research Use Only

General References:

  1. Peter R. Mullens. An improved synthesis of 1-methyl-1H-pyrazole-4-boronic acid pinacol ester and its corresponding lithium hydroxy ate complex: application in Suzuki couplings. Tetrahedron Letters. 2009, 50 (49), 6783-6786.
  2. Jongwon Lim.; Brandon Taoka.; Ryan D Otte.; Kerrie Spencer.; Christopher J Dinsmore.; Michael D Altman.; Grace Chan.; Craig Rosenstein.; Sujata Sharma.; Hua-Poo Su.; Alexander A Szewczak.; Lin Xu.; Hong Yin, Joan Zugay-Murphy.; C Gary Marshall.; Jonathan R Young. Discovery of 1-amino-5H-pyrido[4,3-b]indol-4-carboxamide inhibitors of Janus kinase 2 (JAK2) for the treatment of myeloproliferative disorders. Journal of medicinal and pharmaceutical chemistry. 2011, 54 (20), 7334-7349.