Description

5-Chloro-3-methylpyridine-2-carbonitrile (CAS No. 156072-84-3) is a high-purity heterocyclic organic compound with the molecular formula C₇H₅ClN₂. This specialized chemical features a pyridine backbone substituted with a chloro group at the 5-position, a methyl group at the 3-position, and a nitrile functional group at the 2-position, making it a versatile intermediate for pharmaceutical and agrochemical synthesis. Its crystalline solid form and precise molecular structure (MW: 152.58 g/mol) ensure consistent reactivity in cross-coupling reactions, nucleophilic substitutions, and other fine chemical processes. Ideal for research-scale applications, this compound is supplied with comprehensive analytical documentation including HPLC, GC/MS, and ¹H/¹³C NMR spectra to verify purity (>97%) and identity. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 156072-84-3
• Complexity: 160
• IUPAC Name: 5-chloro-3-methyl-pyridine-2-carbonitrile
• InChI: InChI=1S/C7H5ClN2/c1-5-2-6(8)4-10-7(5)3-9/h2,4H,1H3
• InChI Key: WUVNWFZJNYBPIJ-UHFFFAOYSA-N
• Exact Mass: 152.0141259
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.58
• SMILES: CC1=CC(=CN=C1C#N)Cl
• Topological: 36.7
• Monoisotopic Mass: 152.0141259
• Synonyms: 156072-84-3, 5-Chloro-3-methylpicolinonitrile, 5-Chloro-3-methylpyridine-2-carbonitrile, 5-Chloro-2-cyano-3-methylpyridine, 2-Pyridinecarbonitrile, 5-chloro-3-methyl-, MFCD17214209, SCHEMBL4586295, CHEMBL4530225, DTXSID60619016, WUVNWFZJNYBPIJ-UHFFFAOYSA-N, AKOS016004914, AB71756, CS-W022353, FS-3674, NCGC00664473-01, BL007508, DA-43972, SY031485, EN300-261790

Application

5-Chloro-3-methylpyridine-2-carbonitrile serves as a critical building block in the synthesis of advanced pharmaceutical compounds, particularly in the development of kinase inhibitors and antimicrobial agents. Its reactive nitrile group enables further functionalization into amides, carboxylic acids, or heterocyclic scaffolds. Researchers also utilize this intermediate in agrochemical production for crop protection chemicals. The chloro and methyl substitutions enhance its utility in palladium-catalyzed cross-coupling reactions.

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