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(6-Methoxypyridin-3-yl)methanamine

  • CAS No. 262295-96-5

  • Cat. No. CS-W005591
  • Purity≥98%
  • MDL No.MFCD06212825

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

(6-Methoxypyridin-3-yl)methanamine|CS-W005591

Structure of 262295-96-5

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General Information

  • CAS No. 262295-96-5
  • Cat. No. CS-W005591
  • Purity ≥98%
  • MDL No. MFCD06212825
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₀N₂O
  • Molecular Weight 138.17
  • Synonym(s) 3-pyridinemethanamine, 6-methoxy-
  • SMILES COC1=CC=C(CN)C=N1

Description

(6-Methoxypyridin-3-yl)methanamine features a pyridine core with a methoxy group at the 6-position and a primary amine at the 3-position, enabling direct conjugation or functionalization. This electron-rich heterocycle enhances solubility and reactivity in transition-metal-catalyzed cross-coupling reactions. The pendant amine facilitates derivatization for bioconjugation, material synthesis, or pharmaceutical intermediates. Bench-stable under standard conditions, it integrates seamlessly into multi-step synthetic sequences.

Application

(6-Methoxypyridin-3-yl)methanamine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds through standard amine functionalization. Its ortho-methoxy group enhances electron density at the pyridine ring, facilitating nucleophilic substitution and transition-metal-catalyzed coupling reactions. The primary amine functionality offers straightforward derivatization via acylation, alkylation, or reductive amination, while the compound exhibits good bench stability and compatibility with common purification methods.

Synthesis

  • Route1

    References

    • YAMANOUCHI PHARMACEUTICAL CO. LTD. Patent: EP1122242 A1, 2001 ;
  • Route2

    References

    • Murai, Norio; Miyano, Masayuki; Yonaga, Masahiro; Tanaka, Keigo Organic Letters, 2012 , vol. 14, # 11 p. 2818 - 2821
  • Route3
    • null|null
      1178036-30-0
    • ~%
    • In-stock
      (6-Methoxypyridin-3-yl)methanamine|CS-W005591
      262295-96-5

    References

    • Murai, Norio; Miyano, Masayuki; Yonaga, Masahiro; Tanaka, Keigo Organic Letters, 2012 , vol. 14, # 11 p. 2818 - 2821

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P363-P405-P501

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Computational Chemistry Data

  • TPSA   48.14
  • LogP   0.5489
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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