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CS-W001157 4
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Methyl 2-fluoropyridine-3-carboxylate

  • CAS No. 446-26-4

  • Cat. No. CS-D0953
  • Purity≥98%
  • MDL No.MFCD03095072

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

Methyl 2-fluoropyridine-3-carboxylate|CS-D0953

Structure of 446-26-4

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General Information

  • CAS No. 446-26-4
  • Cat. No. CS-D0953
  • Purity ≥98%
  • MDL No. MFCD03095072
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆FNO₂
  • Molecular Weight 155.13
  • Synonym(s) Methyl 2-fluoronicotinate
  • SMILES O=C(C1=CC=CN=C1F)OC

Description

Methyl 2-fluoropyridine-3-carboxylate features a fluorinated pyridine core with a strategically positioned ester group, enabling direct incorporation into heterocyclic scaffolds. The electron-deficient ring facilitates nucleophilic substitution, while the methyl ester serves as a versatile handle for downstream functionalization. This compound exhibits excellent stability under standard conditions and is compatible with common coupling reactions in medicinal chemistry workflows.

Application

Methyl 2-fluoropyridine-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions at the C2 position due to the ortho-fluoro activation. Its bench-stable nature and compatibility with diverse reaction conditions facilitate efficient synthesis of functionalized pyridine derivatives. The ester group provides a handle for further derivatization, while the fluorine substituent enhances metabolic stability and modulates electronic properties in target molecules.

Synthesis

  • Route1
    • null|null
      372-48-5
    • null|null
      79-22-1
    • ~80%
    • In-stock
      Methyl 2-fluoropyridine-3-carboxylate|CS-D0953
      446-26-4

    References

    • Bennasar, M.-Lluisa; Zulaica, Ester; Juan, Cecilia; Alonso, Yolanda; Bosch, Joan Journal of Organic Chemistry, 2002 , vol. 67, # 21 p. 7465 - 7474
  • Route2

    References

    • Puy, Michael Van Der Tetrahedron Letters, 1987 , vol. 28, # 3 p. 255 - 258
  • Route3

    References

    • Beaty; Musgrave Journal of the Chemical Society, 1951 , p. 3512

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   39.19
  • LogP   1.0073
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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