4-Pyrazoleboronic acid pinacol ester

4-Pyrazoleboronic acid pinacol ester
  • CAS No.:269410-08-4
Other grades of this product :

4-Pyrazoleboronic acid pinacol ester Basic information
Product Name:4-Pyrazoleboronic acid pinacol ester
Synonyms:4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole,min.97%;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, min. 97%;4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole4-Pyrazoleboronic acid pinacol ester;4-Pyrazoleboronic acid pinacol ester,97%;4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)pyrazole;4-Pyrazoleboronic acid pinaol ester;1H-Pyrazole, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
CAS:269410-08-4
MF:C9H15BN2O2
MW:194.04
EINECS:629-131-7
Product Categories:organic or inorganic borate;Pyrazole series;API intermediates;Boronic acid;OLED materials,pharm chemical,electronic
Mol File:269410-08-4.mol
4-Pyrazoleboronic acid pinacol ester Chemical Properties
Melting point 142-146 °C (lit.)
Boiling point 335.4±15.0 °C(Predicted)
density 1.09±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO, Ethyl Acetate, Methanol
pka13.36±0.50(Predicted)
form Powder
color Off-white to tan
Water Solubility insoluble
InChIKeyTVOJIBGZFYMWDT-UHFFFAOYSA-N
CAS DataBase Reference269410-08-4(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,F
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
Hazard Note Irritant/Flammable
TSCA No
HS Code 29331990
MSDS Information
ProviderLanguage
SigmaAldrichEnglish
ALFAEnglish
4-Pyrazoleboronic acid pinacol ester Usage And Synthesis
Chemical PropertiesOff-white to tan powder
Uses4-Pyrazoleboronic Acid Pinacol Ester is used in the preparation of Rho kinase (ROCK) inhibitors as wella s other biologically active compounds.
Uses1H-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.
UsesReagent used for
  • Suzuki-Miyaura cross-couplings

  • Ruthenium-catalyzed asymmetric hydrogenation

Reagent used in preparation of inhibitors of many highly significant therapeutic enzymes and kinases containing the privileged scaffold pyrazole, including
  • VEGF

  • Aurora

  • Rho (ROCK)

  • Janus Kinase 2 (JAK)

  • c-MET

  • ALK

  • S-nitrosoglutathione reductase

  • CDC7

  • Acetyl-CoA carboxylase

  • Prosurvival Bcl-2 protein

  • Viral RNA-Dependent RNA polymerase

  • Long Chain Fatty Acid Elongase 6

  • PI3

  • AKT

  • Chk1

  • Protein Kinase B

4-Pyrazoleboronic acid pinacol ester Preparation Products And Raw materials
Preparation Products1-{2-[(Tetrahydro-2H-pyran-2-yl)oxy]ethyl}-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-->1-Boc-pyrazole-4-boronic acid pinacol ester-->1-(2,2-difluoroethyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-->4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-(2,2,2-trifluoroethyl)-1H-pyrazole-->TERT-BUTYL 3-(4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRAZOL-1-YL)AZETIDINE-1-CARBOXYLATE-->4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1-([2-(trimethylsilyl)ethoxy]methyl)-1H-pyrazole-->1-(2-Methoxyethyl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-->4-hydroxypyrazole-->1-Cyclobutyl-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-->1-(2-Tetrahydropyranyl)-1H-pyrazole-4-boronic acid pinacol ester

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