3-Iodopyridine-2-carboxylic acid Chemical Properties

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

Appearance

White to yellow Solid

3-Iodopyridine-2-carboxylic acid Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-iodopyridine-2-carboxylic acid from 2-pyridinecarboxylic acid: 2,2,6,6-tetramethylpiperidine (8.48 g, 60 mmol) was dissolved in tetrahydrofuran (100 mL), cooled to -78 °C, and N-butyllithium (2.5 mol/L, 16 mL, 40 mmol) was added slowly dropwise. After the dropwise addition, it was slowly warmed up to room temperature and kept for 30 minutes. Cooled again to -78 °C, the solution was added dropwise to a tetrahydrofuran suspension of pyridine-2-carboxylic acid (2.46 g, 20 mmol). After completion of the dropwise addition, the reaction mixture was allowed to react at room temperature for 30 minutes. Subsequently cooled to -30°C, a tetrahydrofuran solution of iodine (15.23 g, 60 mmol) was added dropwise to the reaction flask. The mixture was stirred at room temperature for 1 h. Water was added and left overnight to precipitate the solid. Filtration gave 3-iodopyridine-2-carboxylic acid (3.3 g, 66% yield).

References

[1] Patent: CN106317027, 2017, A. Location in patent: Paragraph 0246; 0247; 0248
[2] Patent: US2008/312209, 2008, A1. Location in patent: Page/Page column 13
[3] Patent: WO2007/7018, 2007, A1. Location in patent: Page/Page column 38-39
[4] Tetrahedron, 2002, vol. 58, # 33, p. 6723 - 6728
[5] Patent: WO2006/25783, 2006, A1. Location in patent: Page/Page column 120-121

3-Iodopyridine-2-carboxylic acid(73841-32-4)Related Product Information

• SPECS AJ-333/25022047
• 3-Iodo-2-methylpyridine
• 3-Iodopyridine-2-carboxylic acid