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CS-W001157 4
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4-(Benzyloxy)pyridine

  • CAS No. 49826-70-2

  • Cat. No. CS-0144122
  • Purity≥97%
  • MDL No.MFCD08235112

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

4-(Benzyloxy)pyridine|CS-0144122

Structure of 49826-70-2

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General Information

  • CAS No. 49826-70-2
  • Cat. No. CS-0144122
  • Purity ≥97%
  • MDL No. MFCD08235112
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₁NO
  • Molecular Weight 185.22
  • Synonym(s) pyridine, 4-(phenylmethoxy)-
  • SMILES C1(OCC2=CC=CC=C2)=CC=NC=C1

Description

4-(Benzyloxy)pyridine serves as a key heterocyclic building block featuring a pyridine core linked to a benzyloxy group, enabling facile functionalization in medicinal chemistry. This moiety combines electron-rich aromatic character with stable ether linkage, facilitating integration into bioactive scaffolds under standard conditions.

Application

4-(Benzyloxy)pyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. The benzyloxy group provides robust protection for the pyridine nitrogen under standard reaction conditions, allowing selective functionalization at C4. Its bench stability and compatibility with diverse reaction environments facilitate straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2011/275627 A1, 2011 ; Location in patent: Page/Page column 60 ;
  • Route2

    References

    • Ballesteros, P.; Claramunt, R.M. Tetrahedron, 1987 , vol. 43, # 11 p. 2557 - 2564
  • Route3
    • null|null
      2683-66-1
    • ~83%
    • In-stock
      4-(Benzyloxy)pyridine|CS-0144122
      49826-70-2

    References

    • Sanz, Roberto; Escribano, Jaime; Fernandez, Yolanda; Aguado, Rafael; Pedrosa, Maria R.; Arnaiz, Francisco J. Synlett, 2005 , # 9 art. no. D02405ST, p. 1389 - 1392

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.6606
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   3

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