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1-Methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

  • CAS No. 1002334-06-6

  • Cat. No. CS-W021352
  • Molecule weight284.16
  • Purity≥98%
  • MDL No.MFCD16659793

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

1-Methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W021352

Structure of 1002334-06-6

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General Information

  • CAS No. 1002334-06-6
  • Cat. No. CS-W021352
  • Purity ≥98%
  • MDL No. MFCD16659793
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₁BN₂O₂
  • Molecular Weight 284.16
  • Synonym(s) None
  • SMILES CC1(C)C(C)(C)OB(C2=CN(C)N=C2C3=CC=CC=C3)O1

Description

1-Methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole features a boronate ester group that enables efficient Suzuki-Miyaura cross-coupling reactions. The phenyl and methyl substituents stabilize the pyrazole core, enhancing bench stability and reactivity under standard conditions. This compound serves as a key building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

1-Methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides orthogonal reactivity and enhanced metabolic stability, while the tetramethyl-substituted boronate group enables efficient coupling under mild conditions with broad functional group tolerance. This compound facilitates the rapid assembly of biaryl scaffolds and complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Safety Information

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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   36.28
  • LogP   2.3863
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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