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CS-W001157 4
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5-Bromo-2-(piperidin-1-yl)pyrimidine

  • CAS No. 57356-64-6

  • Cat. No. CS-0130599
  • Purity≥95%
  • MDL No.MFCD00483257

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

5-Bromo-2-(piperidin-1-yl)pyrimidine|CS-0130599

Structure of 57356-64-6

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General Information

  • CAS No. 57356-64-6
  • Cat. No. CS-0130599
  • Purity ≥95%
  • MDL No. MFCD00483257
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₂BrN₃
  • Molecular Weight 242.12
  • Synonym(s) 5-Bromo-2-(1-piperidinyl)pyrimidine
  • SMILES BrC1=CN=C(N2CCCCC2)N=C1

Description

5-Bromo-2-(piperidin-1-yl)pyrimidine features a bromine substituent at the C5 position and a piperidin-1-yl group at C2, creating a versatile scaffold for medicinal chemistry. The electron-rich pyrimidine core enables efficient coupling reactions, while the piperidinyl moiety enhances solubility and pharmacokinetic properties. This compound serves as a key building block in the synthesis of kinase inhibitors and other bioactive heterocycles.

Application

5-Bromo-2-(piperidin-1-yl)pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds through palladium-catalyzed cross-coupling reactions. The bromine at the 5-position provides high reactivity in Suzuki, Stille, and Negishi couplings, while the piperidinyl group enhances solubility and offers a handle for further functionalization. Bench-stable and readily purified, it functions reliably in multi-step syntheses targeting kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1
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      110-89-4
    • In-stock
      5-Bromo-2-chloropyrimidine|CS-M1309
      32779-36-5
    • ~%
    • In-stock
      5-Bromo-2-(piperidin-1-yl)pyrimidine|CS-0130599
      57356-64-6

    References

    • WO2006/115895 A2, ; Page/Page column 23 ;

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   29.02
  • LogP   2.2294
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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