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3-Fluoro-2-methoxypyridin-4-amine

  • CAS No. 1228898-36-9

  • Cat. No. CS-0443093
  • Molecule weight142.13
  • Purity≥95%
  • MDL No.None

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

3-Fluoro-2-methoxypyridin-4-amine|CS-0443093

Structure of 1228898-36-9

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General Information

  • CAS No. 1228898-36-9
  • Cat. No. CS-0443093
  • Purity ≥95%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇FN₂O
  • Molecular Weight 142.13
  • Synonym(s) 4-amino-3-fluoro-2-methoxypyridine
  • SMILES COC1=NC=CC(=C1F)N

Description

3-Fluoro-2-methoxypyridin-4-amine features a pyridine core with strategically positioned fluorine and methoxy groups, enabling enhanced electronic modulation and metabolic stability. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds, offering improved solubility and targeted binding affinity in medicinal chemistry applications.

Application

3-Fluoro-2-methoxypyridin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based pharmacophores. The molecule combines an electrophilic fluorine at C3 with a nucleophilic amine at C4 and a methoxy group at C2, offering orthogonal reactivity for Suzuki-Miyaura coupling, Buchwald-Hartwig amination, and directed metalation. Its bench stability and compatibility with diverse reaction conditions facilitate rapid scaffold diversification in API discovery workflows.

Synthesis

  • Route1

    References

    • IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin Patent: WO2012/88469 A1, 2012 ; Location in patent: Page/Page column 135-136 ; WO 2012/088469 A1

Safety Information

Download SDS
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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   48.14
  • LogP   0.8115
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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