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CS-W001157 4
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5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid

  • CAS No. 796729-03-8

  • Cat. No. CS-W018877
  • Purity≥95%
  • MDL No.MFCD11846936

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

5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid|CS-W018877

Structure of 796729-03-8

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General Information

  • CAS No. 796729-03-8
  • Cat. No. CS-W018877
  • Purity ≥95%
  • MDL No. MFCD11846936
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈N₂O₂
  • Molecular Weight 152.15
  • Synonym(s) 5,6-Dihydro-4H-pyrrolo[1,2-b]-pyrazole-2-carboxylic acid
  • SMILES N1=C(C=C2[N]1CCC2)C(=O)O

Description

This pyrrolopyrazole carboxylic acid features a fused bicyclic core with defined regiochemistry, enabling direct incorporation into bioactive scaffolds. The carboxylic acid group provides a handle for derivatization, while the dihydro structure offers enhanced stability and synthetic accessibility under standard conditions.

Application

5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid serves as a versatile heterocyclic building block for medicinal chemistry and synthetic methodology development. Its carboxylic acid functionality enables straightforward derivatization via amide coupling, esterification, or decarboxylation protocols. The scaffold exhibits bench stability, good solubility in common organic solvents, and compatibility with standard functional group manipulations. It functions effectively in the synthesis of pyrrolopyrazole-based pharmaceutical candidates and is well-suited for parallel library generation due to its predictable reactivity and ease of purification.

Synthesis

  • Route1

    References

    • GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B. Patent: US2013/116246 A1, 2013 ; Location in patent: Paragraph 0581 ;
  • Route2
    • Ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-3-carboxylate|CS-0143873
      86477-10-3
    • In-stock
      Ethyl 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylate|CS-0019335
      86477-09-0
    • ~80%
    • In-stock
      5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid|CS-W018877
      796729-03-8

    References

    • Wyeth Holdings Corporation Patent: US2004/242874 A1, 2004 ; Location in patent: Page 14-15 ;
  • Route3
    • null|null
      98262-66-9
    • null|null
      623-47-2
    • ~%
    • In-stock
      5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole-2-carboxylic acid|CS-W018877
      796729-03-8

    References

    • Organic Process Research and Development, , vol. 10, # 4 p. 712 - 716

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

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Computational Chemistry Data

  • TPSA   55.12
  • LogP   0.5275
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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