| Identification | Back Directory | [Name]
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-trityl-1H-pyrazole | [CAS]
863238-73-7 | [Synonyms]
1-Trityl-1H-pyrazole-4-boronic acid pinacol ester
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-trityl-1H...
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trityl-pyrazole
4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-trityl-1H-pyrazole
4-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1-(triphenylMethyl)-1H-pyrazole
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triphenylmethyl)pyrazole
1H-Pyrazole, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triphenylmethyl)- | [Molecular Formula]
C28H29BN2O2 | [MDL Number]
MFCD10698507 | [MOL File]
863238-73-7.mol | [Molecular Weight]
436.35 |
| Chemical Properties | Back Directory | [Boiling point ]
587.3±50.0 °C(Predicted) | [density ]
1.07±0.1 g/cm3 (20 ºC 760 Torr) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [pka]
1.37±0.10(Predicted) | [Appearance]
White to off-white Solid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-trityl-1H-pyrazole from 1-trityl-4-bromopyrazole and bis(pinacolato)diboron was carried out in the following manner: under stirring conditions, 5.0 g (12.8 mmol) of 1-trityl-4-bromo-1H-pyrazole, 9.8 g (38.6 mmol, 3.0 eq.) bis(pinacolato)diboron, 1.0 g (1.3 mmol, 10 mol%) of PdCl2 (dppf), and 6.3 g (64.2 mmol, 5.0 eq.) of potassium acetate were dissolved in 30 mL of DMF and heated to react for 16 hr at 80 °C. After completion of the reaction, the mixture was diluted with water and the product was extracted with dichloromethane. The organic layer was sequentially washed with brine, dried over anhydrous sodium sulfate, and finally purified by fast chromatography to afford 5.1 g (91% yield) of the target compound 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1-trityl-1H-pyrazole. | [References]
[1] Patent: US2008/261975, 2008, A1. Location in patent: Page/Page column 12
[2] Journal of Organic Chemistry, 2018, vol. 83, # 5, p. 2954 - 2958
[3] Patent: US2009/82403, 2009, A1. Location in patent: Page/Page column 81
[4] Patent: US2007/105904, 2007, A1. Location in patent: Page/Page column 78-79 |
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