| Identification | Back Directory | [Name]
methyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate | [CAS]
959585-44-5 | [Synonyms]
-1H-pyrazole-1-acetate
methyl 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyr...
(1-(2-METHOXY-2-OXOETHYL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER
Methyl 2-[4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]acetate
Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetate
methyl 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]acetate
methyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetate
1H-Pyrazole-1-acetic acid, 4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-, Methyl ester | [Molecular Formula]
C12H19BN2O4 | [MDL Number]
MFCD16660239 | [MOL File]
959585-44-5.mol | [Molecular Weight]
266.1 |
| Hazard Information | Back Directory | [Synthesis]
To a solution of N,N-dimethylformamide (DMF, 52 mL) of pinacol ester of 4-pyrazoleboronic acid (5.0 g, 25.8 mmol) was added cesium carbonate (Cs2CO3, 8.396 g, 25.8 mmol) and methyl bromoacetate (2.52 mL, 25.8 mmol). The reaction mixture was stirred at 90 °C under nitrogen protection overnight. After completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate. The organic phases were combined, washed sequentially with water three times, brine once and dried over anhydrous sodium sulfate (Na2SO4). The organic phase was concentrated under reduced pressure to afford methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-acetate (4.27 g, 62% yield). | [References]
[1] Patent: WO2007/138472, 2007, A2. Location in patent: Page/Page column 32
[2] Patent: WO2014/1802, 2014, A1. Location in patent: Page/Page column 42; 43
[3] Journal of Medicinal Chemistry, 2011, vol. 54, # 18, p. 6342 - 6363
[4] Patent: US2012/115861, 2012, A1. Location in patent: Page/Page column 22 |
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