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| | 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 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 | | pka | 13.36±0.50(Predicted) | | form | Powder | | color | Off-white to tan | | Water Solubility | insoluble | | InChIKey | TVOJIBGZFYMWDT-UHFFFAOYSA-N | | CAS DataBase Reference | 269410-08-4(CAS DataBase Reference) |
| 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 |
| | 4-Pyrazoleboronic acid pinacol ester Usage And Synthesis |
| Chemical Properties | Off-white to tan powder | | Uses | Reagent 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
| | Uses | 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. | | Uses | 4-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 Products | 1-{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 |
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