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3-Amino-2-chloro-5-methylpyridine

  • CAS No. 34552-13-1

  • Cat. No. CS-D0774
  • Purity≥97%
  • MDL No.MFCD03427656

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

3-Amino-2-chloro-5-methylpyridine|CS-D0774

Structure of 34552-13-1

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General Information

  • CAS No. 34552-13-1
  • Cat. No. CS-D0774
  • Purity ≥97%
  • MDL No. MFCD03427656
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇ClN₂
  • Molecular Weight 142.59
  • Synonym(s) 5-Amino-6-chloro-3-picoline
  • SMILES CC1=CN=C(Cl)C(N)=C1

Description

3-Amino-2-chloro-5-methylpyridine features a pyridine core bearing amino, chloro, and methyl substituents at strategic positions, enabling selective functionalization in heterocyclic synthesis. This electron-rich scaffold supports efficient coupling reactions under mild conditions, offering robust performance in pharmaceutical intermediates and agrochemical development.

Application

3-Amino-2-chloro-5-methylpyridine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The amino and chloro groups provide orthogonal reactivity for sequential functionalization, while the methyl substituent enhances metabolic stability and modulates electronic properties. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis of bioactive heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • WO2006/42102 A2, ; Page/Page column 49-50 ; WO 2006/042102 A2

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-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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