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CS-W001157 4
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5-Hydroxy-2-methoxylpyridine

  • CAS No. 51834-97-0

  • Cat. No. CS-W005101
  • Purity≥98%
  • MDL No.MFCD06858737

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

5-Hydroxy-2-methoxylpyridine|CS-W005101

Structure of 51834-97-0

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General Information

  • CAS No. 51834-97-0
  • Cat. No. CS-W005101
  • Purity ≥98%
  • MDL No. MFCD06858737
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇NO₂
  • Molecular Weight 125.13
  • Synonym(s) 5-Hydroxy-2-methoxypyridine
  • SMILES OC1=CN=C(C=C1)OC

Description

5-Hydroxy-2-methoxylpyridine features a pyridine core functionalized with hydroxyl and methoxy groups at the 5- and 2-positions, respectively. This arrangement imparts enhanced solubility and polarity, facilitating use in cross-coupling reactions and as a building block in medicinal chemistry. The molecule exhibits stability under standard bench conditions and serves as a scaffold for bioactive compound synthesis.

Application

5-Hydroxy-2-methoxypyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds through established functional group transformations. Its ortho-difunctionalized pyridine core supports selective derivatization, including Suzuki-Miyaura coupling and electrophilic substitution, while the hydroxyl and methoxy groups offer complementary reactivity for orthogonal protection strategies. Bench-stable and amenable to purification via standard chromatographic methods, it functions reliably in multi-step syntheses of pharmaceutical intermediates.

Synthesis

  • Route1
    • 2-Methoxy-5-(phenylmethoxy)-pyridine|CS-0195506
      1083329-15-0
    • ~99%
    • In-stock
      5-Hydroxy-2-methoxylpyridine|CS-W005101
      51834-97-0

    References

    • Valgimigli, Luca; Bartolomei, Daniele; Amorati, Riccardo; Haidasz, Evan; Hanthorn, Jason J.; Nara, Susheel J.; Brinkhorst, Johan; Pratt, Derek A. Beilstein Journal of Organic Chemistry, 2013 , vol. 9, p. 2781 - 2792
  • Route2

    References

    • Chowdhury, Sultan; Liu, Shifeng; Cadieux, Jay A.; Hsieh, Tom; Chafeev, Mikhail; Sun, Shaoyi; Jia, Qi; Sun, Jianyu; Wood, Mark; Langille, Jonathan; Sviridov, Serguei; Fu, Jianmin; Zhang, Zaihui; Chui, Ray; Wang, Audrey; Cheng, Xing; Zhong, Jing; Hossain, Sazzad; Khakh, Kuldip; Rajlic, Ivana; Verschoof, Henry; Kwan, Rainbow; Young, Wendy Medicinal Chemistry Research, 2013 , vol. 22, # 4 p. 1825 - 1836
  • Route3
    • In-stock
      5-Bromo-2-methoxypyridine|CS-D0943
      13472-85-0
    • null|null
      121-43-7
    • ~61%
    • In-stock
      5-Hydroxy-2-methoxylpyridine|CS-W005101
      51834-97-0

    References

    • Dumas, Jacques; Khire, Uday; Lowinger, Timothy B.; Paulsen, Holger; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Hatoum-Mokdad, Holia; Johnson, Jeffrey; Lee, Wendy; Redman, Aniko; Sibley, Robert; Renick, Joel Patent: US2007/244120 A1, 2007 ; Location in patent: Page/Page column 20-21 ; US 20070244120 A1

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   0.7958
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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