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CS-W001157 4
Total: USD 88.00

5-Bromo-3-iodo-4-azaindole

  • CAS No. 1190319-16-4

  • Cat. No. CS-0134703
  • Purity≥96%
  • MDL No.MFCD12962972

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

5-Bromo-3-iodo-4-azaindole|CS-0134703

Structure of 1190319-16-4

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General Information

  • CAS No. 1190319-16-4
  • Cat. No. CS-0134703
  • Purity ≥96%
  • MDL No. MFCD12962972
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrIN₂
  • Molecular Weight 322.93
  • Synonym(s) None
  • SMILES IC1=CNC2=CC=C(Br)N=C21

Description

5-Bromo-3-iodo-1H-pyrrolo[3,2-b]pyridine features a dual halogenated pyrrolopyridine core enabling efficient cross-coupling transformations. The electron-deficient heterocycle integrates readily into complex architectures, while the ortho-halogen substitution pattern supports sequential functionalization. This bench-stable scaffold offers predictable reactivity in palladium-catalyzed processes.

Application

5-Bromo-3-iodo-1H-pyrrolo[3,2-b]pyridine serves as a versatile dual-heteroatom-functionalized building block for transition-metal-catalyzed cross-coupling reactions. The bromo and iodo substituents enable sequential or orthogonal coupling with boronic acids, amines, and thiols under palladium or nickel catalysis, facilitating rapid access to complex polycyclic scaffolds. Its bench-stable crystalline form and predictable regioselective reactivity make it ideal for medicinal chemistry campaigns and API intermediate synthesis.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.93
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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