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CS-W001157 4
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Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate

  • CAS No. 92406-53-6

  • Cat. No. CS-W022857
  • Purity≥98%
  • MDL No.MFCD10697500

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

Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate|CS-W022857

Structure of 92406-53-6

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General Information

  • CAS No. 92406-53-6
  • Cat. No. CS-W022857
  • Purity ≥98%
  • MDL No. MFCD10697500
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₉N₃O₂
  • Molecular Weight 155.16
  • Synonym(s) Methyl 5-amino-1-methylpyrazole-3-carboxylic acid
  • SMILES O=C(C1=NN(C)C(N)=C1)OC

Description

Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate features a pyrazole core functionalized with a methyl ester and amino group, enabling direct incorporation into heterocyclic scaffolds. The electron-rich nitrogen atoms facilitate metal coordination and participate in hydrogen bonding, while the bench-stable ester group supports reliable derivatization under standard conditions.

Application

Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyrazole scaffolds. The amino and ester functionalities offer orthogonal reactivity for derivatization via amidation, acylation, or coupling reactions. Its bench-stable nature and compatibility with standard synthetic protocols facilitate straightforward purification and integration into complex molecular architectures.

Synthesis

  • Route1
    • Methyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylate|CS-0047215
      796038-07-8
    • ~84%
    • In-stock
      Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate|CS-W022857
      92406-53-6

    References

    • KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY Patent: US2010/63106 A1, 2010 ; Location in patent: Page/Page column 13 ;
  • Route2

    References

    • WO2004/98589 A1, ; Page 166 ; WO 2004/098589 A1
  • Route3
    • null|null
      1227409-70-2
    • null|null
      302-15-8
    • ~%
    • In-stock
      Methyl 5-amino-1-methyl-1H-pyrazole-3-carboxylate|CS-W022857
      92406-53-6

    References

    • US2011/275628 A1, ; Page/Page column 18 ;

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   70.14
  • LogP   -0.2111
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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