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CS-W001157 4
Total: USD 88.00

7-chloro-2-iodothieno[3,2-b]pyridine

  • CAS No. 602303-26-4

  • Cat. No. CS-D1056
  • Purity≥98%
  • MDL No.MFCD08448166

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

7-chloro-2-iodothieno[3,2-b]pyridine|CS-D1056

Structure of 602303-26-4

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General Information

  • CAS No. 602303-26-4
  • Cat. No. CS-D1056
  • Purity ≥98%
  • MDL No. MFCD08448166
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃ClINS
  • Molecular Weight 295.53
  • Synonym(s) 7-chloro-2-iodothieno[3
  • SMILES ClC1=C(SC(I)=C2)C2=NC=C1

Description

7-Chloro-2-iodothieno[3,2-b]pyridine features a fused thienopyridine core with strategically positioned halogens enabling direct functionalization. The chlorine at the 7-position enhances electron-withdrawing character, while the iodine at the 2-position serves as a high-reactivity handle for palladium-catalyzed cross-coupling. This combination delivers efficient access to complex heterocyclic architectures under mild conditions.

Application

7-Chloro-2-iodothieno[3,2-b]pyridine serves as a versatile building block for constructing biologically relevant heterocyclic scaffolds. The iodine moiety enables palladium-catalyzed cross-coupling reactions with diverse nucleophiles, while the chlorine substituent offers orthogonal reactivity for further functionalization. This compound exhibits excellent bench stability and facilitates efficient synthesis of complex thienopyridine derivatives used in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Ragan; Raggon; Hill; Jones; McDermott; Munchhof; Marx; Casavant; Cooper; Doty; Lu Organic Process Research and Development, 2003 , vol. 7, # 5 p. 676 - 683
  • Route2
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      69627-02-7
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      7-chloro-2-iodothieno[3,2-b]pyridine|CS-D1056
      602303-26-4

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 14, # 1 p. 21 - 24
  • Route3
    • 2,2-Dimethyl-5-((thiophen-3-ylamino)methylene)-1,3-dioxane-4,6-dione|CS-0678083
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    • In-stock
      7-chloro-2-iodothieno[3,2-b]pyridine|CS-D1056
      602303-26-4

    References

    • Organic Process Research and Development, , vol. 7, # 5 p. 676 - 683

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   3.5543
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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