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CS-W001157 4
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1-(2-(Pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

  • CAS No. 1000802-52-7

  • Cat. No. CS-W021194
  • Purity≥95%
  • MDL No.MFCD16659795

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

1-(2-(Pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole|CS-W021194

Structure of 1000802-52-7

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General Information

  • CAS No. 1000802-52-7
  • Cat. No. CS-W021194
  • Purity ≥95%
  • MDL No. MFCD16659795
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₆BN₃O₂
  • Molecular Weight 291.20
  • Synonym(s) 1-[2-(Pyrrolidin-1-yl)ethyl]-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole
  • SMILES CC1(C)C(C)(C)OB(C2=CN(CCN3CCCC3)N=C2)O1

Description

This pyrazole boronate integrates a pyrrolidinylethyl group and a tetramethylboronate moiety, enabling efficient Suzuki-Miyaura coupling under standard conditions. The electron-rich pyrazole core enhances reactivity, while the sterically shielded boronate resists protodeboronation, ensuring high stability during storage and handling.

Application

1-(2-(Pyrrolidin-1-yl)ethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The pyrazole core provides metabolic stability and hydrogen-bonding capacity, while the pyrrolidine substituent enhances solubility and modulates electronic properties. The pinacol boronate group enables reliable coupling under mild conditions, offering excellent functional group tolerance and bench stability, making it ideal for rapid scaffold diversification in medicinal chemistry and process development workflows.

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   39.52
  • LogP   1.2781
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   4

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