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1093307-35-7

1093307-35-7 Structure

1093307-35-7 Structure
IdentificationBack Directory
[Name]

1-(difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
[CAS]

1093307-35-7
[Synonyms]

(1-(CYANOMETHYL)-1H-PYRAZOL-4-YL)BORONIC ACID PINACOL ESTER
2-[4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]acetonitrile
4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-Pyrazole-1-acetonitrile
2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazol-1-yl]acetonitrile
1H-Pyrazole-1-acetonitrile, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetonitrile
[Molecular Formula]

C11H16BN3O2
[MOL File]

1093307-35-7.mol
[Molecular Weight]

233.07
Chemical PropertiesBack Directory
[Boiling point ]

380.9±22.0 °C(Predicted)
[density ]

1.10±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[pka]

0.95±0.10(Predicted)
[Appearance]

Light brown to brown Solid
Safety DataBack Directory
[Symbol(GHS) ]

GHS hazard pictograms
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

1-(difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(1093307-35-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

4-Pyrazoleboronic acid pinacol ester

269410-08-4

Bromoacetonitrile

590-17-0

1-(difluoromethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

1093307-35-7

The reaction was carried out overnight at 70 °C in acetonitrile (10 mL) in the presence of sodium iodide (39 mg, 0.26 mmol) and potassium carbonate (1.0 g, 7.8 mmol) using pinacol ester of 4-pyrazoleboronic acid (0.50 g, 2.58 mmol) and bromoacetonitrile (1.3 g, 10.8 mmol). Upon completion of the reaction, the reaction was quenched by the addition of water and extracted with ethyl acetate (3 x 10 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel column chromatography (eluent: 10% to 100% ethyl acetate/hexane gradient elution) to afford 2-(4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)acetonitrile (0.38 g, 63% yield). Mass spectrum (ESI) m/z: 234.1 (M+H+).

[References]

[1] Patent: WO2011/139891, 2011, A1. Location in patent: Page/Page column 61-62
[2] Patent: WO2017/70708, 2017, A1. Location in patent: Paragraph 00405
[3] Patent: WO2015/51241, 2015, A1. Location in patent: Paragraph 00769
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