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CS-W001157 4
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1-(Cyclopropanesulfonyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

  • CAS No. 1612172-62-9

  • Cat. No. CS-0052830
  • Purity≥97%
  • MDL No.None

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

1-(Cyclopropanesulfonyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-0052830

Structure of 1612172-62-9

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General Information

  • CAS No. 1612172-62-9
  • Cat. No. CS-0052830
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₉BN₂O₄S
  • Molecular Weight 298.17
  • Synonym(s) 1-(Cyclopropylsulfonyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
  • SMILES CC1(C)OB(OC1(C)C)C1=CN(N=C1)S(=O)(=O)C1CC1

Description

This pyrazole boronate integrates a cyclopropanesulfonyl group and a tetramethyl-1,3,2-dioxaborolane moiety, enabling efficient cross-coupling under mild conditions. The sterically shielded boronate resists protodeboronation, while the sulfonyl substituent enhances solubility and metabolic stability in biopharmaceutical applications.

Application

1-(Cyclopropanesulfonyl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the cyclopropanesulfonyl moiety provides enhanced stability and orthogonal reactivity. This compound facilitates the construction of complex pyrazole-based scaffolds commonly found in medicinal chemistry and agrochemical research, offering excellent bench stability and straightforward purification.

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P501

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Computational Chemistry Data

  • TPSA   70.42
  • LogP   0.5226
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   3

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