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CS-W001157 4
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4-(Benzyloxy)pyridin-2-amine

  • CAS No. 85333-26-2

  • Cat. No. CS-W003829
  • Purity≥98%
  • MDL No.MFCD12405835

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

4-(Benzyloxy)pyridin-2-amine|CS-W003829

Structure of 85333-26-2

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General Information

  • CAS No. 85333-26-2
  • Cat. No. CS-W003829
  • Purity ≥98%
  • MDL No. MFCD12405835
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₂N₂O
  • Molecular Weight 200.24
  • Synonym(s) 4-phenylmethoxypyridin-2-amine
  • SMILES NC1=NC=CC(OCC2=CC=CC=C2)=C1

Description

4-(Benzyloxy)pyridin-2-amine features a pyridine ring bearing both a benzyloxy group at the 4-position and a primary amine at the 2-position. This dual functionality enables direct incorporation into pharmaceutical scaffolds, where the amine facilitates conjugation and the benzyloxy moiety provides metabolic stability and lipophilic character. The compound exhibits excellent solubility in common organic solvents and is stable under standard bench conditions.

Application

4-(Benzyloxy)pyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. The benzyloxy group provides orthogonal protection for phenolic hydroxyls, while the primary amine facilitates coupling reactions and further derivatization. Its bench-stable nature and compatibility with standard reaction conditions make it ideal for multi-step synthesis and process development.

Synthesis

  • Route1

    References

    • Array Biopharma, Inc. Patent: EP2090575 A1, 2009 ; Location in patent: Page/Page column 54-55 ;
  • Route2
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    • In-stock
      4-(Benzyloxy)pyridin-2-amine|CS-W003829
      85333-26-2

    References

    • European Journal of Medicinal Chemistry, , vol. 62, p. 649 - 660
  • Route3

    References

    • European Journal of Medicinal Chemistry, , vol. 62, p. 649 - 660

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   48.14
  • LogP   2.2428
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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