1-(2-Methoxyethyl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Chemical Properties

Melting point:

54 °C

Boiling point:

356.4±22.0 °C(Predicted)

Density 

1.07±0.1 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

powder to crystal

pka

1.87±0.10(Predicted)

color 

White to Orange to Green

Safety Information

HS Code 

2933199090

1-(2-Methoxyethyl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole Usage And Synthesis

Synthesis

The reaction was carried out with 4-pyrazoleboronic acid pinacol ester (1.94 g, 10 mmol) and 2-bromoethyl methyl ether (1.68 g, 12 mmol) in a microwave reactor with stirring at 160 °C for 1 hour. Potassium carbonate (2.76 g, 20 mmol) and N,N-dimethylformamide (16 mL) were added as solvents to the reaction system. After completion of the reaction, the reaction mixture was concentrated and purified by silica gel column chromatography (eluent: 30% ethyl acetate/petroleum ether) to afford 1-(2-methoxyethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2.2 g, 90% yield) as a yellow oil. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 1.32 (12H, s), 3.32 (3H, s), 3.75 (2H, t, J = 5.2 Hz), 4.30 (2H, t, J = 5.2 Hz), 7.77 (1H, s), 7.79 (1H, s). Mass spectral analysis: [M + H]+ m/z calculated value 253.2, measured value 253.2.

References

[1] Patent: WO2014/151106, 2014, A1. Location in patent: Paragraph 00179
[2] Patent: WO2011/51342, 2011, A1. Location in patent: Page/Page column 95
[3] Patent: US2011/269752, 2011, A1. Location in patent: Page/Page column 42
[4] Patent: WO2017/178416, 2017, A1. Location in patent: Page/Page column 115
[5] Patent: WO2014/37751, 2014, A1. Location in patent: Paragraph 00416-00418

1-(2-Methoxyethyl)-4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole(847818-71-7)Related Product Information

• 3-BROMO-6-METHOXY-2-METHYL-5-NITROPYRIDINE
• 4-Difluoromethylpiperidine
• 1-(2-methoxyethyl)-1H-pyrazol-4-ylboronic acid
• 5-broMo-2-chloro-6-Methylpyridin-3-aMine