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CS-W001157 4
Total: USD 88.00

4-(5-Bromopyridin-2-yl)morpholine

  • CAS No. 200064-11-5

  • Cat. No. CS-W010268
  • Molecule weight243.10
  • Purity≥98%
  • MDL No.MFCD02681930

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

4-(5-Bromopyridin-2-yl)morpholine|CS-W010268

Structure of 200064-11-5

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General Information

  • CAS No. 200064-11-5
  • Cat. No. CS-W010268
  • Purity ≥98%
  • MDL No. MFCD02681930
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrN₂O
  • Molecular Weight 243.10
  • Synonym(s) N-(5-Bromopyridin-2-yl)morpholine
  • SMILES BrC1=CN=C(N2CCOCC2)C=C1

Description

4-(5-Bromopyridin-2-yl)morpholine features a brominated pyridine ring fused to a morpholine heterocycle, delivering a robust platform for transition-metal-catalyzed coupling reactions. The electron-deficient pyridine moiety enhances reactivity in cross-coupling processes, while the morpholine nitrogen provides solubility and handles well under standard conditions. This scaffold integrates efficiently into diverse molecular architectures.

Application

4-(5-Bromopyridin-2-yl)morpholine serves as a versatile building block in medicinal chemistry, enabling efficient Suzuki and Buchwald–Hartwig coupling reactions. The bromopyridine moiety provides a reliable handle for cross-coupling, while the morpholine ring offers moderate basicity and hydrogen-bonding capacity, enhancing solubility and modulating pharmacokinetic properties. Its bench stability and compatibility with standard reaction conditions make it a practical choice for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
    • null|null
      110-91-8
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • ~10%
    • In-stock
      4-(5-Bromopyridin-2-yl)morpholine|CS-W010268
      200064-11-5

    References

    • Ji, Jianguo; Li, Tao; Bunnelle, William H. Organic Letters, 2003 , vol. 5, # 24 p. 4611 - 4614
  • Route2
    • null|null
      110-91-8
    • In-stock
      5-Bromo-2-chloropyridine|CS-W002767
      53939-30-3
    • ~%
    • In-stock
      4-(5-Bromopyridin-2-yl)morpholine|CS-W010268
      200064-11-5

    References

    • Journal of Medicinal Chemistry, , vol. 53, # 1 p. 77 - 105

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.36
  • LogP   1.6807
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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