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CS-W001157 4
Total: USD 88.00

4-(4-Bromopyrimidin-2-yl)morpholine

  • CAS No. 663194-10-3

  • Cat. No. CS-W019317
  • Purity≥97%
  • MDL No.MFCD03861153

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

4-(4-Bromopyrimidin-2-yl)morpholine|CS-W019317

Structure of 663194-10-3

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General Information

  • CAS No. 663194-10-3
  • Cat. No. CS-W019317
  • Purity ≥97%
  • MDL No. MFCD03861153
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀BrN₃O
  • Molecular Weight 244.09
  • Synonym(s) 4-(4-Bromo-2-pyrimidinyl)morpholine
  • SMILES BrC1=NC(=NC=C1)N2CCOCC2

Description

4-(4-Bromopyrimidin-2-yl)morpholine features a brominated pyrimidine core linked to a morpholine ring, enabling efficient coupling in cross-coupling reactions. The electron-rich morpholine moiety enhances solubility and reactivity, while the bromine atom serves as a reliable handle for palladium-catalyzed transformations. This compound integrates readily into pharmaceutical scaffolds and functional materials under standard conditions.

Application

4-(4-Bromopyrimidin-2-yl)morpholine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen reactivity. The morpholine moiety provides solubility and metabolic stability, while the pyrimidine core offers structural rigidity and hydrogen-bonding capacity. Its bench-stable nature and compatibility with standard coupling conditions facilitate efficient synthesis of complex heterocyclic scaffolds relevant to kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1

    References

    • NOVARTIS AG; NOVARTIS PHARMA GMBH Patent: WO2005/28444 A1, 2005 ; Location in patent: Page/Page column 50-51 ; WO 2005/028444 A1

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

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Computational Chemistry Data

  • TPSA   38.25
  • LogP   1.0757
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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