| Identification | Back Directory | [Name]
1-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole | [CAS]
1020174-04-2 | [Synonyms]
1-Methylpyrazole-3-boronic Acid Pinacol Ester
1-Methylpyrazol-3-yl-boronic acid pinacol ester
(1-METHYL-1H-PYRAZOL-3-YL)BORONIC ACID PINACOL ESTER
1-Methyl-3-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
1-Methylpyrazol-3-yl-4,4,5,5-tetraMethyl-[1,3,2]dioxaborolane
1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazole
1H-Pyrazole, 1-Methyl-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- | [Molecular Formula]
C10H17BN2O2 | [MDL Number]
MFCD04114000 | [MOL File]
1020174-04-2.mol | [Molecular Weight]
208.065 |
| Chemical Properties | Back Directory | [Boiling point ]
308.3±15.0 °C(Predicted) | [density ]
1.05 | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [pka]
2.23±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C10H17BN2O2/c1-9(2)10(3,4)15-11(14-9)8-6-7-13(5)12-8/h6-7H,1-5H3 | [InChIKey]
BJMSXWLXFYZHIU-UHFFFAOYSA-N | [SMILES]
N1(C)C=CC(B2OC(C)(C)C(C)(C)O2)=N1 |
| Hazard Information | Back Directory | [Uses]
1-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is patented as a reagent to synthesize quinoxaline derivatives or heterocyclylamine derivatives as PI3 kinase inhibitors. | [Synthesis]
General procedure for the synthesis of 1-methylpyrazole-3-boronic acid pinacol ester from 3-bromo-1-methylpyrrole and bis(pinacolato)diboronic acid: firstly, compound 701 (3-bromo-1-methylpyrrole, 0.2 g, 1.24 mmol) was dissolved in 5 mL of 1,4-dioxane. Subsequently, bis(pinacolato)diboron (0.378 g, 1.49 mmol), potassium acetate (0.365 g, 3.72 mmol), and [1,1-bis(diphenylphosphino)ferrocene]palladium chloride dichloromethane complex (0.11 g, 0.124 mmol) were added to this solution. The reaction mixture was heated to 95 °C under nitrogen protection and kept at this temperature for 5 hours of reaction. After completion of the reaction, the mixture was cooled to room temperature. To the reaction mixture was added 15 mL of water, stirred for 1 hour and filtered to give 0.114 g of solid product, 1-methylpyrazole-3-boronic acid pinacol ester. The yield was 44.19%. | [References]
[1] Patent: EP3072893, 2016, A1. Location in patent: Paragraph 0394; 0395
[2] Patent: EP2818473, 2014, A1. Location in patent: Paragraph 0578 |
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