Description

2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one (CAS No. 745075-82-5) is a high-purity heterocyclic compound with the molecular formula C₉H₈ClNO. This specialized chemical features a cyclopenta[b]pyridine core structure substituted with a chloro group at the 2-position and a methyl group at the 4-position, making it a valuable intermediate for pharmaceutical and agrochemical research. With a molecular weight of 181.62 g/mol, this compound is supplied as a crystalline solid with ≥95% purity (HPLC). It is ideal for use in cross-coupling reactions, medicinal chemistry studies, and as a building block for novel bioactive molecules. Proper storage at 2-8°C in a tightly sealed container under inert atmosphere is recommended to ensure stability.

Properties

• CAS Number: 745075-82-5
• Complexity: 207
• IUPAC Name: 2-chloro-4-methyl-5,6-dihydrocyclopenta[b]pyridin-7-one
• InChI: InChI=1S/C9H8ClNO/c1-5-4-8(10)11-9-6(5)2-3-7(9)12/h4H,2-3H2,1H3
• InChI Key: BYEKRDZZIDTNLO-UHFFFAOYSA-N
• Exact Mass: 181.0294416
• Molecular Formula: C9H8ClNO
• Molecular Weight: 181.62
• SMILES: CC1=CC(=NC2=C1CCC2=O)Cl
• Topological: 30
• Monoisotopic Mass: 181.0294416
• Synonyms: 745075-82-5, 2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one, 2-chloro-4-methyl-5,6-dihydrocyclopenta[b]pyridin-7-one, 7H-Cyclopenta[b]pyridin-7-one, 2-chloro-5,6-dihydro-4-methyl-, MFCD18255919, SCHEMBL24858515, AKOS022188160, DS-8887, CS-0153143, C76377, 2-Chloro-4-methyl-5 pound not6-dihydro-7H-cyclopenta[b]pyridin-7-one

Application

2-Chloro-4-methyl-5,6-dihydro-7H-cyclopenta[b]pyridin-7-one serves as a key synthetic intermediate in the development of pharmacologically active compounds, particularly kinase inhibitors and CNS-targeting drugs. Its reactive chloro and ketone functionalities make it suitable for palladium-catalyzed coupling reactions and nucleophilic substitutions. Researchers utilize this scaffold in fragment-based drug discovery for oncology and neurological disorders. The compound’s fused bicyclic structure also finds application in materials science for designing organic semiconductors.

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