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CS-W001157 4
Total: USD 88.00

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine

  • CAS No. 887707-25-7

  • Cat. No. CS-W021659
  • Purity≥97%
  • MDL No.MFCD12024302

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

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine|CS-W021659

Structure of 887707-25-7

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General Information

  • CAS No. 887707-25-7
  • Cat. No. CS-W021659
  • Purity ≥97%
  • MDL No. MFCD12024302
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂ClF₃IN
  • Molecular Weight 307.44
  • Synonym(s) 2-Chloro-5-iodo-3-trifluoromethylpyridine
  • SMILES FC(C1=CC(I)=CN=C1Cl)(F)F

Description

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine is a halogenated pyridine scaffold featuring orthogonal reactive sites for cross-coupling. The trifluoromethyl group imparts enhanced electron-withdrawing character and metabolic stability, while the chloro and iodo substituents enable sequential functionalization via palladium-catalyzed transformations. This compound serves as a key building block in the synthesis of bioactive heterocycles and pharmaceutical intermediates.

Application

2-Chloro-5-iodo-3-(trifluoromethyl)pyridine serves as a versatile building block in cross-coupling chemistry, enabling the construction of complex heterocyclic scaffolds via Pd-catalyzed reactions. The orthogonal reactivity of the chloro and iodo substituents facilitates sequential functionalization, while the trifluoromethyl group imparts enhanced metabolic stability and lipophilicity—key attributes in medicinal chemistry. Bench-stable and readily purified by flash chromatography, it functions reliably in standard coupling protocols for API development and advanced synthetic sequences.

Synthesis

  • Route1

    References

    • SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH Patent: WO2008/119015 A2, 2008 ; Location in patent: Page/Page column 48-49 ;
  • Route2

    References

    • Synthetic Communications, , vol. 36, # 9 p. 1235 - 1245
  • Route3

    References

    • Synthetic Communications, , vol. 36, # 9 p. 1235 - 1245

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   12.89
  • LogP   3.3584
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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