Uses
2-Amino-5-bromo-3-(hydroxymethyl)pyridine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.
Synthesis
2-Amino-5-bromo-3-(hydroxymethyl)pyridineBromine (8.4 mL, 189.4 mmol) was added dropwise over 1 hour to a solution of 2- amino-3-(hydroxymethyl)pyridine (19.6 g, 157.8 mmol) in acetic acid (350 mL) at room temperature. The reaction mixture was then stirred overnight. After concentration to dryness, the residue was partitioned between a saturated solution of potassium carbonate (300 mL) and ethyl acetate (200 ml_). The aqueous layer was separated and extracted with ethyl acetate (2 x 200 ml_). The combined organic phases were washed with a saturated solution of sodium chloride (200 ml_), dried over sodium sulfate, filtered and concentrated to dryness. After trituration of the residue in pentane, the title product was obtained as a yellow solid (27.0 g, 84%).
References
[1] Patent: WO2011/61214, 2011, A1. Location in patent: Page/Page column 30-31
[2] Patent: EP1226138, 2004, B1
[3] Patent: US2004/53814, 2004, A1
[4] Journal of Medicinal Chemistry, 2003, vol. 46, # 9, p. 1627 - 1635
[5] Patent: CN108440523, 2018, A. Location in patent: Paragraph 0028; 0030
