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CS-W001157 4
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Ethyl 6-aminopicolinate

  • CAS No. 69142-64-9

  • Cat. No. CS-W005977
  • Purity≥98%
  • MDL No.None

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

Ethyl 6-aminopicolinate|CS-W005977

Structure of 69142-64-9

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General Information

  • CAS No. 69142-64-9
  • Cat. No. CS-W005977
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₂O₂
  • Molecular Weight 166.18
  • Synonym(s) 6-Aminopyridine-2-carboxylic Acid Ethyl Ester
  • SMILES O=C(C1=NC(N)=CC=C1)OCC

Description

Ethyl 6-aminopicolinate features a strategically positioned amino group ortho to the ester, enabling direct functionalization in late-stage synthesis. This electron-rich scaffold integrates readily into bioactive heterocycles and serves as a key intermediate for pharmaceutical and agrochemical development under standard conditions.

Application

Ethyl 6-aminopicolinate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted pyridine scaffolds. The ortho-amino and ester functionalities offer complementary reactivity for amide coupling, electrophilic substitution, and transition-metal-catalyzed transformations. Its bench-stable nature and ease of purification facilitate integration into multi-step sequences, particularly in medicinal chemistry campaigns targeting heterocyclic bioactive compounds.

Synthesis

  • Route1
    • In-stock
      6-Aminopicolinic acid|CS-W002540
      23628-31-1
    • null|null
      64-17-5
    • ~78%
    • In-stock
      Ethyl 6-aminopicolinate|CS-W005977
      69142-64-9

    References

    • SIRTRIS PHARMACEUTICALS, INC.; VU, Chi, B. Patent: WO2010/19606 A1, 2010 ; Location in patent: Page/Page column 81-82 ; WO 2010/019606 A1
  • Route2

    References

    • Tetrahedron, , vol. 56, # 43 p. 8419 - 8427
  • Route3

    References

    • Journal of Carbohydrate Chemistry, , vol. 13, # 5 p. 715 - 736

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   65.21
  • LogP   0.8405
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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