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2-Fluoro-4-methyl-3-nitropyridine

  • CAS No. 19346-43-1

  • Cat. No. CS-0007520
  • Purity≥98%
  • MDL No.MFCD04112526

*For research and further manufacturing use only, not for direct human use.

2-Fluoro-4-methyl-3-nitropyridine|CS-0007520

Structure of 19346-43-1

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General Information

  • CAS No. 19346-43-1
  • Cat. No. CS-0007520
  • Purity ≥98%
  • MDL No. MFCD04112526
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅FN₂O₂
  • Molecular Weight 156.11
  • Synonym(s) 2-Fluoro-3-nitro-4-picoline
  • SMILES O=[N+](C1=C(C)C=CN=C1F)[O-]

Description

2-Fluoro-4-methyl-3-nitropyridine features a trifunctional pyridine core with electron-withdrawing nitro and fluoro groups paired with an electron-donating methyl substituent. This electronic asymmetry enables selective coupling in cross-coupling reactions, particularly under palladium catalysis. The molecule exhibits enhanced stability and solubility in polar aprotic solvents, facilitating use in synthetic sequences requiring precise regiocontrol.

Application

2-Fluoro-4-methyl-3-nitropyridine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. Its orthogonal reactivity—combining electrophilic fluorination with nucleophilic displacement at C2—facilitates late-stage diversification. The nitro group supports subsequent reduction and coupling transformations, while the methyl group provides a handle for further modification. Bench-stable and compatible with standard synthetic workflows, it functions effectively in cross-coupling, amidation, and heterocycle formation protocols.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   56.03
  • LogP   1.43732
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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