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

  • CAS No. 747413-18-9

  • Cat. No. CS-0060867
  • Purity≥98%
  • MDL No.MFCD10698509

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

1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine|CS-0060867

Structure of 747413-18-9

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General Information

  • CAS No. 747413-18-9
  • Cat. No. CS-0060867
  • Purity ≥98%
  • MDL No. MFCD10698509
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₇H₂₇BN₂O₂
  • Molecular Weight None
  • Synonym(s) 1-methyl-4-[3-(tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine
  • SMILES CC1(C)OB(C2=CC=CC(N3CCN(CC3)C)=C2)OC1(C)C

Description

1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine is a bench-stable boronate ester featuring a piperazine core and a para-substituted phenyl group. This structure enables direct coupling in Suzuki-Miyaura reactions without preactivation, streamlining access to complex arylpiperazine scaffolds in medicinal chemistry.

Application

1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables reliable coupling under mild conditions, offering excellent functional group tolerance and bench stability. Its piperazine core provides a rigid, polar scaffold useful in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1-(3-Bromophenyl)-4-methylpiperazine|CS-0061769
      747413-17-8
    • null|null
      25015-63-8
    • ~%
    • In-stock
      1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine|CS-0060867
      747413-18-9

    References

    • VERNALIS (CAMBRIDGE) LIMITED; CANCER RESEARCH TECHNOLOGY LTD; THE INSTITUTE OF CANCER RESEARCH Patent: WO2004/72051 A1, 2004 ; Location in patent: Page 56 ;
  • Route2
    • 1-(3-Bromophenyl)-4-methylpiperazine|CS-0061769
      747413-17-8
    • In-stock
      Bis(pinacolato)diborane|CS-D1216
      73183-34-3
    • ~%
    • In-stock
      1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine|CS-0060867
      747413-18-9

    References

    • MERCK PATENT GMBH; EGGENWEILER, Hans-Michael; HOELZEMANN, Guenter; DORSCH, Dieter Patent: WO2013/117285 A1, 2013 ; Location in patent: Page/Page column 83; 84 ;
  • Route3
    • null|null
      50-00-0
    • In-stock
      1-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperazine|CS-0089066
      871125-87-0
    • ~%
    • In-stock
      1-Methyl-4-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)piperazine|CS-0060867
      747413-18-9

    References

    • Incyte Corporation; Lu, Liang; He, Chunhong; Yao, Wenqing Patent: US2014/45814 A1, 2014 ; Location in patent: Paragraph 0391; 0392 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   24.94
  • LogP   1.7376
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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