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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid

  • CAS No. 84547-86-4

  • Cat. No. CS-W000417
  • Purity≥97%
  • MDL No.MFCD00463988

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

4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid|CS-W000417

Structure of 84547-86-4

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General Information

  • CAS No. 84547-86-4
  • Cat. No. CS-W000417
  • Purity ≥97%
  • MDL No. MFCD00463988
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrN₂O₂
  • Molecular Weight 205.01
  • Synonym(s) 4-BroMo-1-Methylpyrazole-3-carboxylic Acid
  • SMILES CN1C=C(Br)C(C(O)=O)=N1

Description

4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid features a brominated pyrazole core with a methyl group at the N1 position and a carboxylic acid at C3, enabling direct incorporation into bioactive scaffolds. The electron-withdrawing bromine enhances electrophilicity at the ring, while the carboxylic acid facilitates conjugation or derivatization under standard coupling conditions. This structure supports applications in medicinal chemistry and agrochemical development.

Application

4-Bromo-1-methyl-1H-pyrazole-3-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling direct incorporation into heterocyclic scaffolds via standard coupling reactions. The bromine and carboxylic acid functionalities provide orthogonal handles for palladium-catalyzed cross-couplings and amide bond formation, respectively. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for iterative synthesis campaigns targeting bioactive molecules.

Synthesis

  • Route1

    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
  • Route2

    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
  • Route3

    References

    • J. Gen. Chem. USSR (Engl. Transl.), , 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 : 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   0.8808
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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