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CS-W001157 4
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6-Methyl-3-pyridineethanol

  • CAS No. 100189-17-1

  • Cat. No. CS-0152786
  • Purity≥95%
  • MDL No.MFCD09926432

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

6-Methyl-3-pyridineethanol|CS-0152786

Structure of 100189-17-1

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General Information

  • CAS No. 100189-17-1
  • Cat. No. CS-0152786
  • Purity ≥95%
  • MDL No. MFCD09926432
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO
  • Molecular Weight 137.18
  • Synonym(s) 3-Pyridineethanol,6-methyl-(9CI)
  • SMILES CC1=NC=C(C=C1)CCO

Description

6-Methyl-3-pyridineethanol features a pyridine ring functionalized with a methyl group at the 6-position and a hydroxymethyl side chain at the 3-position. This configuration imparts enhanced solubility and stability under standard bench conditions, enabling straightforward incorporation into synthetic routes for pharmaceutical intermediates and ligand development.

Application

6-Methyl-3-pyridineethanol serves as a versatile building block in medicinal chemistry, enabling the synthesis of pyridine-based pharmaceutical intermediates. Its structure combines a nucleophilic ethanol side chain with an electron-deficient pyridine ring, facilitating standard functionalization reactions such as alkylation, oxidation, and coupling transformations. The methyl group at the 6-position provides steric and electronic modulation, enhancing metabolic stability in target molecules. Bench-stable and readily purified by distillation or chromatography, it functions effectively in multistep syntheses requiring moderate reactivity and high compatibility with common protecting groups.

Synthesis

  • Route1

    References

    • Organic Letters, , vol. 13, # 10 p. 2726 - 2729
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 61, p. 2562
  • Route3
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    • In-stock
      6-Methyl-3-pyridineethanol|CS-0152786
      100189-17-1

    References

    • Journal of Organic Chemistry, , vol. 51, # 4 p. 439 - 445

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   33.12
  • LogP   0.92482
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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