Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate(CAS: 800401-62-1)

Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate is a crystalline solid with a molecular weight of approximately 268.03 g/mol. It has a low water solubility and is soluble in organic solvents like DMSO. This compound is known for its moderate reactivity in organic synthesis, particularly in nucleophilic substitution reactions. It exhibits good stability under mild conditions but can be sensitive to strong bases and high temperatures.

Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate can be synthesized by the condensation of ethyl 2-chloro-5-pyridinecarboxylate with 1,2-dimethyl-1,2-dihydro-3H-pyrrole-3-carbaldehyde in the presence of a base such as potassium carbonate. The reaction takes place under reflux conditions and yields a pure product with good selectivity. The overall yield of the reaction is around 75-80%.

Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate is primarily used in the pharmaceutical industry for the synthesis of medicinal compounds. It is also utilized in the development of sensors and semiconductors due to its unique chemical properties. Its applications in polymer science are limited but it has shown potential as a functional monomer for certain polymerization reactions.

When handling Ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area, preferably a fume hood. Spills should be cleaned up using absorbent materials and disposed of according to local regulations. A Material Safety Data Sheet (MSDS) should always be consulted for detailed safety information.