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CS-W001157 4
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6-Chloro-3-methoxy-2-methylpyridine

  • CAS No. 129692-13-3

  • Cat. No. CS-0577217
  • Purity≥98%
  • MDL No.None

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

6-Chloro-3-methoxy-2-methylpyridine|CS-0577217

Structure of 129692-13-3

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General Information

  • CAS No. 129692-13-3
  • Cat. No. CS-0577217
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈ClNO
  • Molecular Weight 157.60
  • Synonym(s) None
  • SMILES CC1=C(C=CC(=N1)Cl)OC

Description

6-Chloro-3-methoxy-2-methylpyridine features a trifunctional pyridine core enabling selective coupling in medicinal chemistry. The chlorine at C6 facilitates palladium-catalyzed cross-coupling, while the methoxy group enhances solubility and modulates electronic properties. The methyl substituent at C2 provides steric and electronic control, improving reaction site selectivity. This compound serves as a key scaffold for kinase inhibitors and bioactive heterocycles under standard bench conditions.

Application

6-Chloro-3-methoxy-2-methylpyridine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based scaffolds through palladium-catalyzed cross-coupling reactions. Its chloro group exhibits high reactivity in Suzuki, Stille, and Buchwald–Hartwig transformations, while the methoxy and methyl substituents provide favorable electronic modulation and steric control. The compound demonstrates excellent bench stability and compatibility with standard purification methods, facilitating its use in multi-step synthesis of pharmaceutical intermediates and functionalized heterocycles.

Synthesis

  • Route1

    References

    • Heterocycles, , vol. 30, # 2 p. 875 - 884
  • Route2

    References

    • Heterocycles, , vol. 30, # 2 p. 875 - 884
  • Route3

    References

    • Heterocycles, , vol. 30, # 2 p. 875 - 884

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   2.05202
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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