1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile(CAS: 517918-95-5)

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is a crystalline solid with a molecular weight of approximately 223.19 g/mol. It has low water solubility (0.002 g/100 mL at 25°C) and is generally stable under normal conditions. It reacts readily with bases and nucleophiles. It is an amphoteric compound, showing both acidic and basic properties. Reactivity towards electrophiles and nucleophiles is moderate.

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is commonly synthesized via the reaction of 5-amino-1H-pyrrolo[2,3-b]pyridine with phosphorus tribromide followed by nitrilation. The reaction is typically carried out in a solvent like toluene, with a yield of around 80-85%. The use of a dehydrating agent like pyridine can improve the reaction selectivity and yield.

1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile is used in the pharmaceutical industry for the synthesis of various medicinal compounds, particularly in the development of anti-inflammatory and antiviral drugs. It is also applied in the polymer industry for the production of high-performance materials, and in the semiconductor industry for the fabrication of electronic devices. Additionally, it can be used in chemical sensors due to its unique spectroscopic properties.

When handling 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. It should be handled in a well-ventilated area or a fume hood due to its potential for respiratory irritation. Spills should be cleaned up immediately using appropriate absorbents, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.