2-Morpholinopyrimidin-5-ylboronic acid Chemical Properties

Boiling point:

484.0±55.0 °C(Predicted)

Density 

1.37

storage temp. 

Inert atmosphere,2-8°C

pka

3.02±0.19(Predicted)

form 

solid

Appearance

White to yellow Solid

Safety Information

HS Code 

2934999090

2-Morpholinopyrimidin-5-ylboronic acid Usage And Synthesis

Synthesis

The reaction was carried out with 2-chloropyrimidin-5-ylboronic acid (1 g, 6.32 mmol), morpholine (2.19 mL, 25.26 mmol) and triethylamine (0.88 mL, 6.32 mmol) in ethanol (25 mL) with stirring for 1 hour at 20 °C. After completion of the reaction, water (50 mL) was slowly added to the reaction mixture. The resulting precipitate was collected by filtration and washed with water to finally obtain 2-morpholinopyrimidin-5-ylboronic acid (950 mg, 70% yield) as a milky white solid. The NMR hydrogen spectrum (250 MHz, DMSO-d6) data were as follows: δ 8.63 (s, 2H), 8.05 (s, 2H), 3.68 (ddd, J=23.4,5.7,3.9Hz, 8H).

References

[1] Patent: WO2015/86506, 2015, A1. Location in patent: Page/Page column 131
[2] Patent: WO2015/86512, 2015, A1. Location in patent: Page/Page column 102
[3] Patent: WO2015/86527, 2015, A1. Location in patent: Page/Page column 114; 115
[4] Patent: WO2015/86526, 2015, A1. Location in patent: Page/Page column 147
[5] Patent: WO2015/86525, 2015, A1. Location in patent: Page/Page column 121; 122

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