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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

  • CAS No. 942070-88-4

  • Cat. No. CS-0041151
  • Purity≥97%
  • MDL No.MFCD12405502

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

4-Bromo-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0041151

Structure of 942070-88-4

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General Information

  • CAS No. 942070-88-4
  • Cat. No. CS-0041151
  • Purity ≥97%
  • MDL No. MFCD12405502
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₆BBrN₂O₂
  • Molecular Weight 286.96
  • Synonym(s) 4-bromo-1-phenyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
  • SMILES CC1(C)C(C)(C)OB(C2=C(Br)C=NN2C)O1

Description

4-Bromo-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole is a bench-stable boronate reagent featuring a bromo substituent and a sterically protected dioxaborolane group. This combination enables efficient Suzuki-Miyaura cross-coupling reactions under standard conditions, facilitating rapid construction of complex aryl-aryl linkages in medicinal chemistry and materials synthesis.

Application

4-Bromo-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions. The boronate ester group enables efficient palladium-catalyzed coupling with aryl and heteroaryl halides, while the bromine site allows for further functionalization. Bench-stable and compatible with diverse reaction conditions, it facilitates rapid assembly of complex pyrazole-based scaffolds relevant to medicinal chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      4-Bromo-1-methyl-1H-pyrazole|CS-W002913
      15803-02-8
    • null|null
      25015-63-8
    • ~%
    • In-stock
      4-Bromo-1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0041151
      942070-88-4
    • null|null
      1018975-99-9

    References

    • US2008/91027 A1, ; Page/Page column 6-7 ;

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   36.28
  • LogP   1.4818
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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