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CS-W001157 4
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(6-Methoxypyridin-3-yl)methanol

  • CAS No. 58584-63-7

  • Cat. No. CS-W018598
  • Purity≥97%
  • MDL No.MFCD06202826

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

(6-Methoxypyridin-3-yl)methanol|CS-W018598

Structure of 58584-63-7

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General Information

  • CAS No. 58584-63-7
  • Cat. No. CS-W018598
  • Purity ≥97%
  • MDL No. MFCD06202826
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₉NO₂
  • Molecular Weight 139.15
  • Synonym(s) 2-Methoxypyridine-5-metha
  • SMILES COC1=CC=C(CO)C=N1

Description

This bench-stable (6-methoxypyridin-3-yl)methanol features a pyridine ring bearing a methoxy group at the 6-position and a primary alcohol at the 3-position. The electron-rich aromatic system enhances nucleophilicity, while the hydroxymethyl moiety enables straightforward derivatization. This combination supports efficient integration into pharmaceutical intermediates and functional materials.

Application

(6-Methoxypyridin-3-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized pyridine scaffolds. Its benzylic alcohol functionality facilitates oxidation to carboxylic acids, reductive amination, or ether formation, while the 6-methoxy group provides moderate electron donation and orthogonal reactivity. The compound exhibits good bench stability and is compatible with standard coupling and protection protocols, making it well-suited for modular synthesis of bioactive molecules.

Synthesis

  • Route1

    References

    • Eisai Co., Ltd. Patent: US2006/235225 A1, 2006 ; Location in patent: Page/Page column 3 ;
  • Route2

    References

    • JANSSEN PHARMACEUTICA N.V.; ADDEX PHARMACEUTICALS S.A. Patent: WO2006/30032 A1, 2006 ; Location in patent: Page/Page column 104-105 ; WO 2006/030032 A1
  • Route3

    References

    • Kozikowski; Xia; Reddy; Tuckmantel; Hanin; Tang Journal of Organic Chemistry, 1991 , vol. 56, # 15 p. 4636 - 4645

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

Quality Control

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Computational Chemistry Data

  • TPSA   42.35
  • LogP   0.5825
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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