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CS-W001157 4
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(4-Chloropyridin-3-yl)methanol

  • CAS No. 189449-41-0

  • Cat. No. CS-0036917
  • Purity≥97%
  • MDL No.MFCD09743993

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

(4-Chloropyridin-3-yl)methanol|CS-0036917

Structure of 189449-41-0

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General Information

  • CAS No. 189449-41-0
  • Cat. No. CS-0036917
  • Purity ≥97%
  • MDL No. MFCD09743993
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆ClNO
  • Molecular Weight 143.57
  • Synonym(s) (4-Chloro-3-Pyridinyl) Methanol
  • SMILES C1=C(C(=CN=C1)CO)Cl

Description

(4-Chloropyridin-3-yl)methanol features a pyridine ring bearing a chloro substituent at the 4-position and a primary alcohol at the 3-position, enabling direct functionalization in synthetic transformations. This bench-stable, moisture-tolerant reagent integrates readily into pharmaceutical intermediates and ligand frameworks through C–H activation or nucleophilic substitution pathways.

Application

(4-Chloropyridin-3-yl)methanol serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds through nucleophilic substitution and coupling reactions. Its bench-stable nature and compatibility with standard protecting group strategies facilitate straightforward functionalization at the aldehyde position. The molecule functions effectively in Suzuki-Miyaura and Buchwald-Hartwig couplings, supporting rapid diversification of heterocyclic architectures relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • Synthesis, , # 8 p. 1294 - 1296
  • Route2
    • Ethyl 4-chloronicotinate|CS-0181182
      37831-62-2
    • ~%
    • In-stock
      (4-Chloropyridin-3-yl)methanol|CS-0036917
      189449-41-0

    References

    • Journal of Antibiotics, , vol. 53, # 11 p. 1272 - 1281
  • Route3
    • 4-Chloropyridine|CS-0139547
      626-61-9
    • ~%
    • In-stock
      (4-Chloropyridin-3-yl)methanol|CS-0036917
      189449-41-0

    References

    • Bioorganic and Medicinal Chemistry, , vol. 13, # 20 p. 5841 - 5863

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   33.12
  • LogP   1.2273
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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