(6-Bromo-1H-imidazo[4,5-b]pyridin-2-yl)methanol(CAS: 172648-19-0)

(6-Bromo-1H-imidazo[4,5-b]pyridin-2-yl)methanol is a crystalline solid at room temperature with a molecular weight of approximately 267.03 g/mol. It has a low solubility in water but is more soluble in organic solvents such as ethanol and acetonitrile. Chemically, it exhibits moderate reactivity towards nucleophiles and electrophiles, making it suitable for various synthetic transformations. Its stability in air and light is good, but it should be protected from moisture and oxidizing agents.

(6-Bromo-1H-imidazo[4,5-b]pyridin-2-yl)methanol can be synthesized via a one-pot procedure from 1H-imidazo[4,5-b]pyridin-2-yl methanol and bromine in the presence of a base like sodium hydroxide. The reaction involves the bromination of the nitrogen-containing heterocycle, followed by a direct alkylation step. Yield is typically around 70-80%, and the method is known for its high level of regioselectivity.

(6-Bromo-1H-imidazo[4,5-b]pyridin-2-yl)methanol has applications in the pharmaceutical industry, particularly in the synthesis of medicinal compounds and intermediates. It also finds use in the development of sensors and materials science, where its unique chemical properties make it valuable for creating functional materials.

When handling (6-Bromo-1H-imidazo[4,5-b]pyridin-2-yl)methanol, it is essential to use appropriate personal protective equipment (PPE) such as gloves, lab coat, and safety goggles. The substance should be stored in a cool, dry place away from moisture and oxidizing agents. In case of a spill, it should be handled in a fume hood or with appropriate ventilation. It is recommended to consult the Safety Data Sheet (SDS) for detailed information and emergency procedures.