3-Bromo-2-hydroxy-5-iodopyridine Chemical Properties

Boiling point:

308.0±42.0 °C(Predicted)

Density 

2.55±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

8.66±0.10(Predicted)

Appearance

Off-white to gray Solid

Safety Information

HS Code 

2933399990

3-Bromo-2-hydroxy-5-iodopyridine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3-bromo-2-hydroxy-5-iodopyridine from 3-bromo-2-hydroxypyridine is as follows: Example 142a Synthesis of 3-bromo-5-iodopyridin-2-ol In a 100 mL single-necked round-bottomed flask equipped with a magnetic stirrer, acetonitrile (50 mL), trifluoroacetic acid (TFA, 10 mL), 3-bromo-2-hydroxypyridine (4.0 g, 23.12 mmol), and N-iodosuccinimide (NIS, 5.2 g, 23.12 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 15 hours. Upon completion of the reaction, the mixture was diluted with 100 mL of water and the resulting white solid was collected by filtration to afford the target product 3-bromo-5-iodopyridin-2-ol (142a, 6.6 g, 96% yield). Mass spectrometry analysis (MS-ESI): [M + H]+ m/z 300.

References

[1] Patent: US2013/116246, 2013, A1. Location in patent: Paragraph 0467
[2] Patent: EP2773638, 2015, B1. Location in patent: Paragraph 0844; 0845
[3] Synlett, 2003, # 11, p. 1678 - 1682
[4] Journal of Medicinal Chemistry, 2007, vol. 50, # 9, p. 2157 - 2165
[5] Patent: WO2007/126733, 2007, A2. Location in patent: Page/Page column 33; 46-47

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