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CS-W001157 4
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5-Chloro-6-methylpyridin-2-amine

  • CAS No. 36936-23-9

  • Cat. No. CS-W003618
  • Purity≥95%
  • MDL No.MFCD09453335

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

5-Chloro-6-methylpyridin-2-amine|CS-W003618

Structure of 36936-23-9

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General Information

  • CAS No. 36936-23-9
  • Cat. No. CS-W003618
  • Purity ≥95%
  • MDL No. MFCD09453335
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇ClN₂
  • Molecular Weight 142.59
  • Synonym(s) 6-Amino-3-chloro-2-picoline
  • SMILES NC1=NC(C)=C(Cl)C=C1

Description

5-Chloro-6-methylpyridin-2-amine features a pyridine core functionalized with chlorine and methyl groups at the 5- and 6-positions, respectively, enabling tailored electronic modulation. This electron-deficient heterocycle integrates readily into pharmaceutical scaffolds, offering enhanced metabolic stability and favorable solubility profiles for medicinal chemistry applications.

Application

5-Chloro-6-methylpyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds via palladium-catalyzed cross-coupling reactions. Its ortho-halogen and methyl groups provide orthogonal reactivity for sequential functionalization, while the amine functionality facilitates derivatization through acylation, alkylation, or imine formation. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1

    References

    • State of Oregon, acting by and through The Oregon State Board of Higher Education, acting for and on behalf of The Oregon Health Sciences University and The University of Oregon, Eugene Oregon; The Regents of the University of California; ACEA Pharmaceuticals, Inc. Patent: US5620978 A1, 1997 ; US 5620978 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.62562
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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