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CS-W001157 4
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2-Bromo-5-(bromomethyl)pyridine

  • CAS No. 101990-45-8

  • Cat. No. CS-0199703
  • Purity≥97%
  • MDL No.MFCD11656267

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

2-Bromo-5-(bromomethyl)pyridine|CS-0199703

Structure of 101990-45-8

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General Information

  • CAS No. 101990-45-8
  • Cat. No. CS-0199703
  • Purity ≥97%
  • MDL No. MFCD11656267
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂N
  • Molecular Weight 250.92
  • Synonym(s) thyl)-(9CI)
  • SMILES C1=CC(=NC=C1CBr)Br

Description

2-Bromo-5-(bromomethyl)pyridine features a bromomethyl group flanked by electron-deficient pyridine and bromine substituents, enabling selective functionalization in cross-coupling and nucleophilic substitution reactions. This bifunctional scaffold integrates readily into complex molecular architectures under standard conditions.

Application

2-Bromo-5-(bromomethyl)pyridine serves as a versatile bifunctional building block for constructing heterocyclic scaffolds and bioactive molecules. The pyridine core provides a polar, nitrogen-containing platform for metal-catalyzed cross-couplings, while the pendant bromomethyl group enables nucleophilic substitution, enabling rapid diversification via alkylation or conjugate addition. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Ube Industries, Ltd.; SANTEN PHARMACEUTICAL CO., LTD. Patent: EP1679308 A1, 2006 ; Location in patent: Page/Page column 35 ; EP 1679308 A1
  • Route2

    References

    • Global Alliance for TB Drug Development Patent: US2012/28973 A1, 2012 ; Location in patent: Page/Page column 10 ;
  • Route3

    References

    • Tietze, Lutz F.; Nordmann, Gero Synlett, 1999 , # 3 p. 342 - 344

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312-H314
Precautionary Statements : P260-P264-P270-P280-P304+P340-P330-P362-P405-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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