4-Pyrazoleboronic acid pinacol ester

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;1H-Pyrazole, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole;4-(4,4,5,5-TetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole, 97+% 1GR
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;269410-08-4
Mol File:269410-08-4.mol
4-Pyrazoleboronic acid pinacol ester Structure
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
SigmaAldrich English
ALFA English
4-Pyrazoleboronic acid pinacol ester Usage And Synthesis
Chemical PropertiesOff-white to tan powder
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
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.
Uses4-Pyrazoleboronic Acid Pinacol Ester is used in the preparation of Rho kinase (ROCK) inhibitors as wella s other biologically active compounds.
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-->2-(methylthio)-4-(1H-pyrazol-4-yl)pyrimidine-->tert-butyl (2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethyl)carbamate
3-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole 3-AMINO-1-METHYLPYRAZOLE-4-BORONIC ACID PINACOL ESTER 1-Methyl-4-pyrazole boronic acid pinacol ester 1,3,5-Trimethyl-1H-pyrazole-4-boronic acid pinacol ester 97%,1,3,5-TRIMETHYL-1H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER 1-(3-METHYLBUTYL)-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER 1-(thiophen-2-ylmethyl)-1H-pyrazole-4-boronic acid, pinacol ester 1-BENZYL-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER 1-(2-Trimethylsilanylethoxymethyl)-1H-pyrazole-5-boronic acid pinacol ester 3-AMINO-2-METHYL-2H-PYRAZOLE-4-BORONIC ACID PINACOL ESTER 3-AMINOPYRAZOLE-4-BORONIC ACID PINACOL ESTER 4-Pyrazoleboronic acid pinacol ester Zolpidem tartrate 5-AMINO-3-METHYLPYRAZOLE-4-BORONIC ACID PINACOL ESTER 1-PROPYL-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER 1-(2-MORPHOLINOETHYL)-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER 3,5-Dimethyl-1H-pyrazole-4-boronic acid, pinacol ester 4-Methyl-1-(tetrahydropyran-2-yl)-1H-pyrazole-5-boronic acid pinacol ester 1-[1,3]DIOXOLAN-2-YLMETHYL-1H-PYRAZOLE-4-BORONIC ACID, PINACOL ESTER

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