Pyrrolo23cpyridine

Pyrrolo[2,3-c]pyridine is a bicyclic organic compound consisting of a pyridine ring fused to a pyrrole ring. The specific fusion pattern is indicated by the [2,3-c] notation, meaning the pyrrole ring is attached to the c-face of the pyridine ring, specifically at the 2 and 3 positions of the pyrrole and the 3 and 4 positions of the pyridine if numbered conventionally. This structural arrangement results in a planar, aromatic system.

The compound is a member of the azaindole family, which are nitrogen-containing analogs of indole. Pyrrolo[2,3-c]pyridine, in particular, is an isomer of other azaindoles such as 7-azaindole (pyrrolo[2,3-b]pyridine) and 4-azaindole (pyrrolo[2,3-c]pyridine). Its chemical properties are influenced by the electron-donating nature of the pyrrole ring and the electron-withdrawing nature of the pyridine ring. The nitrogen atoms in both rings can participate in hydrogen bonding and act as coordination sites for metal ions.

Substituted derivatives of pyrrolo[2,3-c]pyridine have garnered interest in medicinal chemistry due to their potential biological activities. The core structure can be modified at various positions, leading to compounds that may exhibit properties such as kinase inhibition, antiviral activity, or anticancer effects. The synthesis of pyrrolo[2,3-c]pyridine and its derivatives often involves cyclization reactions and functional group transformations.