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6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridine

  • CAS No. 1259512-11-2

  • Cat. No. CS-0056534
  • Purity≥97%
  • MDL No.None

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

6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridine|CS-0056534

Structure of 1259512-11-2

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General Information

  • CAS No. 1259512-11-2
  • Cat. No. CS-0056534
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BrN₂
  • Molecular Weight 227.10
  • Synonym(s) 6-bromo-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine(WXC05404)
  • SMILES CC1(C)CNC2=CC(Br)=CN=C21

Description

6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridine is a sterically hindered heterocyclic scaffold featuring a brominated pyrrolopyridine core. This bench-stable compound integrates readily into cross-coupling reactions, serving as a key building block for functionalized nitrogen-containing architectures in medicinal chemistry and materials science.

Application

6-Bromo-3,3-dimethyl-1H,2H,3H-pyrrolo[3,2-b]pyridine serves as a versatile building block for the synthesis of functionalized heterocycles, enabling palladium-catalyzed cross-coupling reactions with high efficiency. The bromo group facilitates reliable C–C and C–heteroatom bond formation, while the 3,3-dimethyl substitution enhances stability and simplifies purification. This scaffold is well-suited for medicinal chemistry applications requiring orthogonally reactive sites and robust bench handling.

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-P405-P501

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Computational Chemistry Data

  • TPSA   24.92
  • LogP   2.5472
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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