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CS-W001157 4
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2-Bromo-4-chloro-5-iodopyridine

  • CAS No. 1364663-37-5

  • Cat. No. CS-0041021
  • Purity≥96%
  • MDL No.MFCD22199250

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

2-Bromo-4-chloro-5-iodopyridine|CS-0041021

Structure of 1364663-37-5

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General Information

  • CAS No. 1364663-37-5
  • Cat. No. CS-0041021
  • Purity ≥96%
  • MDL No. MFCD22199250
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂BrClIN
  • Molecular Weight None
  • Synonym(s) 2-broMo-4-chloro-5-iodopyridine hydrochloride
  • SMILES IC1=CN=C(Br)C=C1Cl

Description

2-Bromo-4-chloro-5-iodopyridine features three halogens positioned for selective cross-coupling reactions. The electron-deficient pyridine core enables efficient Pd-catalyzed transformations, while the orthogonal reactivity of bromo, chloro, and iodo groups permits sequential functionalization. This molecule serves as a key scaffold in medicinal chemistry and materials synthesis, offering precise control over molecular architecture.

Application

2-Bromo-4-chloro-5-iodopyridine serves as a versatile trihalogenated pyridine building block for palladium-catalyzed cross-coupling reactions. Its orthogonal halogen reactivity enables sequential functionalization in complex heterocycle synthesis, particularly in the construction of pharmaceutical scaffolds. The molecule exhibits good bench stability and facilitates efficient coupling with boronic acids, stannanes, and amines under standard conditions, offering predictable regioselectivity and high yields in multistep sequences.

Safety Information

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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   12.89
  • LogP   3.1021
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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