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CS-W001157 4
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4-Chloro-1H-pyrazole-3-carboxylic acid

  • CAS No. 84547-87-5

  • Cat. No. CS-W005681
  • Purity≥95%
  • MDL No.MFCD00466338

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

4-Chloro-1H-pyrazole-3-carboxylic acid|CS-W005681

Structure of 84547-87-5

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General Information

  • CAS No. 84547-87-5
  • Cat. No. CS-W005681
  • Purity ≥95%
  • MDL No. MFCD00466338
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₃ClN₂O₂
  • Molecular Weight 146.53
  • Synonym(s) 4-Chloropyrazole-3-carboxylic Acid
  • SMILES O=C(C1=NNC=C1Cl)O

Description

4-Chloro-1H-pyrazole-3-carboxylic acid features a chlorinated pyrazole core with a carboxylic acid group at the 3-position, enabling direct conjugation or derivatization. This scaffold offers enhanced electronic modulation and metabolic stability, making it valuable in medicinal chemistry for constructing bioactive heterocycles. The compound is bench-stable and compatible with standard coupling protocols.

Application

4-Chloro-1H-pyrazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard coupling and functionalization protocols. The carboxylic acid group facilitates direct amide formation, while the 4-chloro substituent provides a reliable handle for palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with common protecting group strategies support efficient synthetic workflows in API development.

Synthesis

  • Route1
    • null|null
      98816-35-4
    • ~22%
    • In-stock
      4-Chloro-1H-pyrazole-3-carboxylic acid|CS-W005681
      84547-87-5

    References

    • BIOLIPOX AB Patent: WO2007/51981 A1, 2007 ; Location in patent: Page/Page column 52 ;
  • Route2

    References

    • Ermolenko, Mikhail S.; Guillou, Sandrine; Janin, Yves L. Tetrahedron, 2013 , vol. 69, # 1 p. 257 - 263
  • Route3

    References

    • Manaev, Yu. A.; Andreeva, M. A.; Perevalov, V. P.; Stepanov, B. I.; Dubrovskaya, V. A.; Seraya, V. I. J. Gen. Chem. USSR (Engl. Transl.), 1982 , vol. 52, # 11 p. 2592 - 2598,2291 - 2296

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352

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Computational Chemistry Data

  • TPSA   65.98
  • LogP   0.7613
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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