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CS-W001157 4
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2-Chloro-3-hydrazinylpyrazine

  • CAS No. 63286-28-2

  • Cat. No. CS-W011003
  • Molecule weight144.56
  • Purity≥95%
  • MDL No.MFCD08272804

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

2-Chloro-3-hydrazinylpyrazine|CS-W011003

Structure of 63286-28-2

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General Information

  • CAS No. 63286-28-2
  • Cat. No. CS-W011003
  • Purity ≥95%
  • MDL No. MFCD08272804
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClN₄
  • Molecular Weight 144.56
  • Synonym(s) 3-Chloro-2(H)-pyrazinone hydrazone
  • SMILES NNC1=NC=CN=C1Cl

Description

2-Chloro-3-hydrazinylpyrazine features a reactive hydrazino group positioned ortho to a chlorine-bearing pyrazine ring, enabling selective coupling in heterocyclic scaffold elaboration. This electron-deficient system facilitates nucleophilic substitution under mild conditions, offering a robust handle for constructing bioactive nitrogen-rich architectures in medicinal chemistry and materials science applications.

Application

2-Chloro-3-hydrazinylpyrazine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrazine-based scaffolds through nucleophilic substitution and cyclization reactions. The hydrazinyl group facilitates condensation with carbonyl partners, while the chloro substituent offers orthogonal reactivity for further functionalization. Its bench-stable nature and compatibility with common reaction conditions make it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ENGELHARDT, Harald; GIANNI, Davide; SMETHURST, Christian Patent: US2014/142098 A1, 2014 ; Location in patent: Page/Page column ;
  • Route2

    References

    • AMGEN INC. Patent: WO2009/64418 A1, 2009 ; Location in patent: Page/Page column 85 ; WO 2009/064418 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   63.83
  • LogP   0.4156
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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