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(5-Fluoropyridin-2-yl)methanamine

  • CAS No. 561297-96-9

  • Cat. No. CS-0112635
  • Purity≥95%
  • MDL No.MFCD10697659

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

(5-Fluoropyridin-2-yl)methanamine|CS-0112635

Structure of 561297-96-9

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General Information

  • CAS No. 561297-96-9
  • Cat. No. CS-0112635
  • Purity ≥95%
  • MDL No. MFCD10697659
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇FN₂
  • Molecular Weight None
  • Synonym(s) 2-Pyridinemethanamine,5-fluoro-(9CI)
  • SMILES NCC1=NC=C(F)C=C1

Description

This fluoropyridylmethanamine integrates a strategically positioned fluorine atom and primary amine group, enabling direct functionalization in medicinal chemistry. The electron-deficient pyridine ring enhances reactivity in cross-coupling processes, while the pendant amine facilitates conjugation or salt formation for improved solubility and handling under standard conditions.

Application

(5-Fluoropyridin-2-yl)methanamine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling reactions. Its pyridine nitrogen and fluorine substituent provide orthogonal reactivity and enhanced metabolic stability, facilitating efficient derivatization. The primary amine group offers high functional group tolerance and enables straightforward purification via salt formation, making it well-suited for scalable synthesis and API development workflows.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2005/66126 A1, 2005 ; Location in patent: Page/Page column 76 ; WO 2005/066126 A1
  • Route2
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      1228788-31-5
    • ~%
    • In-stock
      (5-Fluoropyridin-2-yl)methanamine|CS-0112635
      561297-96-9

    References

    • MERCK SHARP and DOHME CORP.; RAGHAVAN, Subharekha; STELMACH, John, E.; SMITH, Cameron, J.; LI, Hong; WHITEHEAD, Alan; WADDELL, Sherman, T.; CHEN, Yi-Heng; MIAO, Shouwu; ORNOSKI, Olga, A.; GARFUNKLE, Joie; LIAO, Xibin; CHANG, Jiang; HAN, Xiaoqing; GUO, Jian; GROEPER, Jonathan, A.; BROCKUNIER, Linda, L.; ROSAUER, Keith; PARMEE, Emma, R. Patent: WO2011/149921 A1, 2011 ; Location in patent: Page/Page column 90; 91 ;

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-H319
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   0.6794
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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