5-Chloro-2-fluoro-3-methylpyridine NEW

5-Chloro-2-fluoro-3-methylpyridine is a multifunctional heterocyclic compound with the molecular formula C₆H₅ClFN. Below is its key chemical profile:

1. Structural Features:

• Core: Pyridine ring (aromatic nitrogen heterocycle).

• Substituents:

• Chloro at position 5 (electrophile for cross-coupling).

  Fluoro at position 2 (ortho-directing group for metallation).

  Methyl at position 3 (electron-donating/stability modifier).

2. Properties:

• Molecular Weight: 145.56 g/mol.

• Boiling Point: ~195–200°C (estimated).

• Reactivity:

• C5–Cl bond: Susceptible to Suzuki, Stille, or SNAr reactions.

  C2–F bond: Activates ortho positions for lithiation/functionalization.

  C3–CH₃: Can be oxidized to aldehyde/carboxylic acid.

3. Synthetic Utility:

• Pharmaceuticals: Building block for kinase inhibitors, CNS agents.

• Agrochemicals: Intermediate in pesticides/herbicides (e.g., flupyradifurone analogs).

• Material Science: Ligand for catalysts or functional polymers.

4. Key Applications:

• Cross-coupling hub: Enables C–C, C–N, C–O bond formation.

• Regioselective functionalization: Fluorine directs metalation at C4 or C6.

≤100-word Summary:

5-Chloro-2-fluoro-3-methylpyridine (C₆H₅ClFN, MW 145.56) is a triply substituted pyridine vital in medicinal/agro chemistry. Its chloro (C5), fluoro (C2), and methyl (C3) groups enable diverse reactions:

• C5–Cl: Cross-couplings (e.g., Suzuki).

• C2–F: Ortho-directing for lithiation/functionalization.

• C3–CH₃: Oxidation to carboxylic derivatives.
  Used to synthesize drug candidates (kinase inhibitors) and crop protection agents. The fluorine enhances bioavailability, while methyl aids stability.

For synthesis, commercial suppliers (e.g., Combi-Blocks, Enamine) offer this compound for R&D.