What Is 2-(2-Chloropyridin-4-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one?

2-(2-Chloropyridin-4-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Aladdin SKU: C194769) is a nitrogen-rich, bicyclic heterocyclic compound. Its structure features a dihydropyrrolopyridinone bicyclic lactam core—a fused ring system comprising a five-membered pyrrole-type ring and a six-membered partially saturated pyridinone—substituted at the 2-position with a 2-chloropyridin-4-yl group.

The chloropyridine moiety serves as a reactive handle for palladium-catalyzed cross-coupling reactions such as Suzuki–Miyaura, Buchwald–Hartwig amination, and nucleophilic aromatic substitution (SNAr), enabling rapid diversification of the scaffold. The lactam NH group in the bicyclic core can also participate in N-alkylation or acylation reactions. Together, these features make this compound a convergent and flexible building block in medicinal chemistry synthesis campaigns.

Handling, Storage and Stability

As with most heterocyclic lactam building blocks, proper handling of C194769 is important to preserve its chemical integrity. The following general guidelines apply; researchers should always consult the product-specific Safety Data Sheet (SDS) and Certificate of Analysis (CoA) provided by Aladdin Scientific for confirmed specifications.

• Storage: Store in a cool, dry, well-ventilated location away from light, moisture, and incompatible materials. A refrigerated environment (2–8 °C) or freezer storage is typically recommended for long-term stability of such lactam intermediates, pending confirmation from the CoA.
• Container: Keep the container tightly sealed when not in use to prevent moisture ingress and atmospheric degradation.
• Handling: Use standard laboratory personal protective equipment (PPE) including gloves, safety glasses, and a lab coat. Work in a fume hood when weighing or dissolving the compound.
• Solvents: This class of pyrrolopyridinone compound is generally expected to dissolve in polar aprotic solvents such as DMSO, DMF, or acetonitrile. Solubility should be confirmed experimentally for each application.

Specific melting point, purity grade, and confirmed storage conditions are available on the product CoA. Contact Aladdin Scientific technical support for additional guidance.

Applications in Medicinal Chemistry and Drug Discovery

Pyrrolopyridinone scaffolds are well-represented in pharmaceutical research owing to their favorable physicochemical properties and ability to engage biological targets through hydrogen bonding (via the lactam carbonyl and NH) and hydrophobic interactions. The partially saturated bicyclic core of C194769 offers three-dimensional character compared to fully aromatic analogs, a feature valued in modern drug design for improving selectivity and reducing off-target liabilities.

The 2-chloropyridyl substituent enables straightforward elaboration via:

• Suzuki–Miyaura coupling: Introduction of aryl or heteroaryl boronic acid/ester partners to replace the chloro group, expanding molecular complexity.
• Buchwald–Hartwig amination: Installation of amine fragments to create C–N bonds at the pyridine ring.
• Nucleophilic aromatic substitution (SNAr): Reaction with nitrogen or oxygen nucleophiles activated by the electron-withdrawing pyridine nitrogen.

This compound is therefore well-suited as an advanced intermediate in lead optimization, fragment-based drug discovery (FBDD), and diversity-oriented synthesis (DOS) libraries. Researchers exploring kinase inhibitors, CNS-active agents, or antimicrobial scaffolds may find the pyrrolopyridinone core of particular interest.

Ordering, Purity and Documentation

C194769 is available from Aladdin Scientific. When placing an order or evaluating this product, researchers and procurement teams should be aware of the following:

• Purity: The purity specification for C194769 is confirmed on the product Certificate of Analysis (CoA). Typical analytical characterization for research-grade building blocks includes HPLC purity, NMR (¹H and/or ¹³C), and MS confirmation. Please request the CoA at time of purchase or contact Aladdin Scientific customer service.
• Available quantities: Batch sizes and available pack quantities are listed on the Aladdin Scientific product page. Contact sales for bulk or custom quantity requirements.
• Documentation: An SDS (Safety Data Sheet) is available for safety and regulatory compliance. The CoA is lot-specific and confirms identity and purity of each shipment.
• Lead time: Lead time depends on stock availability. Check current inventory status on the Aladdin Scientific website or contact your regional sales representative.