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CS-W001157 4
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1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine

  • CAS No. 938043-30-2

  • Cat. No. CS-M3149
  • Purity≥97%
  • MDL No.MFCD09266182

*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)benzyl]piperazine|CS-M3149

Structure of 938043-30-2

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General Information

  • CAS No. 938043-30-2
  • Cat. No. CS-M3149
  • Purity ≥97%
  • MDL No. MFCD09266182
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₈H₂₉BN₂O₂
  • Molecular Weight 316.25
  • Synonym(s) 4-(4-Methyl-1-Piperazinylmethyl)Benzeneboronic Acid Pinacol Ester
  • SMILES CN(CC1)CCN1CC2=CC=C(B3OC(C)(C)C(C)(C)O3)C=C2

Description

1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine features a boronate ester group enabling efficient Suzuki-Miyaura cross-coupling reactions. This bench-stable reagent integrates seamlessly into late-stage functionalization workflows, delivering diverse arylated piperazine scaffolds with high functional group tolerance and predictable reaction outcomes under standard conditions.

Application

1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. Its stable tetramethylboronate group enables efficient C–C bond formation under mild conditions, while the piperazine core provides a polar, nitrogen-rich scaffold useful in medicinal chemistry. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse functional groups, facilitating rapid access to complex biaryl and heteroaryl architectures in drug discovery and materials synthesis.

Synthesis

  • Route1
    • 1-(4-Bromobenzyl)-4-methylpiperazine|CS-0012952
      368879-17-8
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~59%
    • In-stock
      1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine|CS-M3149
      938043-30-2

    References

    • WO2012/119941 A1, ; Page/Page column 116 ; WO 2012/119941 A1
  • Route2
    • In-stock
      N-Methylpiperazine|CS-0009394
      109-01-3
    • 2-[4-(Bromomethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane|CS-0655402
      138500-85-3
    • ~97%
    • In-stock
      1-Methyl-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]piperazine|CS-M3149
      938043-30-2

    References

    • ACS Combinatorial Science, , vol. 13, # 1 p. 24 - 31
  • Route3

    References

    • Organic Letters, , vol. 15, # 18 p. 4850 - 4853

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   24.94
  • LogP   1.7332
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   3

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