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Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate

  • CAS No. 514816-42-3

  • Cat. No. CS-W000414
  • Purity≥97%
  • MDL No.MFCD01459850

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

Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate|CS-W000414

Structure of 514816-42-3

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General Information

  • CAS No. 514816-42-3
  • Cat. No. CS-W000414
  • Purity ≥97%
  • MDL No. MFCD01459850
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂O₂
  • Molecular Weight 219.04
  • Synonym(s) methyl 4-bromo-2-methyl-pyrazole-3-carboxylate
  • SMILES O=C(C1=C(Br)C=NN1C)OC

Description

Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate features a brominated pyrazole core with a methyl ester at the C5 position, enabling direct incorporation into cross-coupling reactions. The electron-deficient pyrazole ring enhances reactivity in palladium-catalyzed transformations, while the bench-stable ester group supports straightforward functionalization.

Application

Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromo group enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization via hydrolysis or reduction. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a practical scaffold for constructing complex pyrazole-based architectures.

Synthesis

  • Route1
    • null|null
      67-56-1
    • In-stock
      4-Bromo-1-methyl-1H-pyrazole-5-carboxylic acid|CS-W000415
      84547-84-2
    • ~66%
    • In-stock
      Methyl 4-bromo-1-methyl-1H-pyrazole-5-carboxylate|CS-W000414
      514816-42-3

    References

    • WO2013/189862 A1, ; Page/Page column 17 ;

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   44.12
  • LogP   0.9692
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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