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CS-W001157 4
Total: USD 88.00

4-Bromo-1-methylpiperidine

  • CAS No. 76444-51-4

  • Cat. No. CS-0054167
  • Molecule weight178.07
  • Purity≥98%
  • MDL No.MFCD00800245

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

4-Bromo-1-methylpiperidine|CS-0054167

Structure of 76444-51-4

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General Information

  • CAS No. 76444-51-4
  • Cat. No. CS-0054167
  • Purity ≥98%
  • MDL No. MFCD00800245
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₂BrN
  • Molecular Weight 178.07
  • Synonym(s) 1-Methyl-4-brompiperidin
  • SMILES CN1CCC(Br)CC1

Description

4-Bromo-1-methylpiperidine is a versatile nitrogen-containing heterocycle featuring a bromine substituent at the 4-position and a methyl group on the nitrogen. This configuration imparts enhanced electrophilicity and improved solubility in organic media, facilitating efficient coupling reactions. The molecule exhibits bench-stable handling characteristics and serves as a key intermediate in medicinal chemistry for constructing bioactive scaffolds.

Application

4-Bromo-1-methylpiperidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of nitrogen-containing heterocycles. The bromine at the 4-position provides a reliable site for palladium-catalyzed cross-coupling reactions, while the N-methyl group enhances metabolic stability and modulates basicity. Its bench-stable solid form facilitates handling and purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. 322, # 4 p. 638 - 642
  • Route2
    • In-stock
      1-Methylpiperidin-4-ol|CS-W019412
      106-52-5
    • ~%
    • null|null
      694-55-3
    • In-stock
      4-Bromo-1-methylpiperidine|CS-0054167
      76444-51-4

    References

    • Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), , p. 737 - 744

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   3.24
  • LogP   1.4755
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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