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CS-W001157 4
Total: USD 88.00

2-Bromo-4-(bromomethyl)pyridine

  • CAS No. 83004-14-2

  • Cat. No. CS-W021606
  • Purity≥98%
  • MDL No.MFCD11847700

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

2-Bromo-4-(bromomethyl)pyridine|CS-W021606

Structure of 83004-14-2

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General Information

  • CAS No. 83004-14-2
  • Cat. No. CS-W021606
  • Purity ≥98%
  • MDL No. MFCD11847700
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight 250.92
  • Synonym(s) 2-Bromo-4-bromomethyl-pyridine
  • SMILES BrCC1=CC(Br)=NC=C1

Description

2-Bromo-4-(bromomethyl)pyridine features a bromomethyl group flanked by an electron-deficient pyridine ring and a vicinal bromide, enabling sequential functionalization. This bifunctional architecture supports efficient coupling reactions in synthetic routes to complex heterocycles and pharmaceutical intermediates. The molecule exhibits high reactivity under standard conditions with minimal handling complications.

Application

2-Bromo-4-(bromomethyl)pyridine serves as a versatile bifunctional building block for constructing heterocyclic scaffolds and bioactive molecules. The pyridyl moiety enables transition metal-catalyzed coupling reactions, while the pendant bromomethyl group facilitates nucleophilic substitution or further functionalization. Its bench-stable nature and compatibility with standard purification methods make it suitable for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Biota Europe Ltd.; Lunniss, Christopher James; Palmer, James T.; Pitt, Gary Robert William; Davies, David; Axford, Lorraine Claire Patent: US2013/252938 A1, 2013 ; Location in patent: Paragraph 0507 ;
  • Route2

    References

    • AVENTIS PHARMA S.A. Patent: US2004/248884 A1, 2004 ; Location in patent: Page 121 ; US 20040248884 A1
  • Route3
    • In-stock
      2-Bromo-4-methylpyridine|CS-W007579
      4926-28-7
    • null|null
      34241-39-9
    • ~%
    • In-stock
      2-Bromo-4-(bromomethyl)pyridine|CS-W021606
      83004-14-2

    References

    • Zeneca Limited; Zeneca Pharma S.A., Patent: US5962458 A1, 1999 ; US 5962458 A

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H290-H314
Precautionary Statements : P234-P260-P264-P280-P301+P330+P331-P304+P340-P363-P390-P405-P406-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.739
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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