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1-Methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine

  • CAS No. 832114-09-7

  • Cat. No. CS-0091611
  • Purity≥95%
  • MDL No.MFCD05864305

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

1-Methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine|CS-0091611

Structure of 832114-09-7

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General Information

  • CAS No. 832114-09-7
  • Cat. No. CS-0091611
  • Purity ≥95%
  • MDL No. MFCD05864305
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₆H₂₆BN₃O₂
  • Molecular Weight 303.21
  • Synonym(s) 1-METHYL-4-[4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)PYRIDIN-2-YL]PIPERAZINE
  • SMILES CC1(C)C(C)(C)OB(C2=CC(N3CCN(C)CC3)=NC=C2)O1

Description

1-Methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine delivers a robust boronate handle for Suzuki-Miyaura cross-coupling reactions. This bench-stable, moisture-tolerant reagent integrates seamlessly into complex molecule assembly, enabling efficient C–C bond formation under mild conditions.

Application

1-Methyl-4-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)piperazine serves as a versatile boron-containing building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylborolane moiety enables stable, room-temperature handling and facilitates efficient coupling with aryl halides and pseudohalides. Its piperazine core provides a polar, basic scaffold suitable for medicinal chemistry applications, while the methylated nitrogen enhances metabolic stability and solubility. This compound functions reliably in multi-step synthesis of functionalized heterocycles and complex pharmaceutical intermediates.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   37.83
  • LogP   1.1326
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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