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CS-W001157 4
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5-Bromo-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridine

  • CAS No. 331777-85-6

  • Cat. No. CS-0160655
  • Purity≥98%
  • MDL No.None

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

5-Bromo-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridine|CS-0160655

Structure of 331777-85-6

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General Information

  • CAS No. 331777-85-6
  • Cat. No. CS-0160655
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₁BrN₂
  • Molecular Weight 239.11
  • Synonym(s) None
  • SMILES CC1(C)C(C)=NC2=NC=C(Br)C=C21

Description

5-Bromo-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridine features a sterically hindered pyrrolopyridine core with a bromine substituent at the 5-position, enabling direct functionalization in transition-metal-catalyzed cross-coupling reactions. The trimethyl groups enhance solubility and stability under standard reaction conditions. This scaffold serves as a robust building block for synthesizing complex heterocyclic systems in medicinal chemistry and materials science.

Application

5-Bromo-2,3,3-trimethyl-3H-pyrrolo[2,3-b]pyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its stable bromo functionality. The trimethyl substitution enhances steric protection and bench stability, while the pyrrolo[2,3-b]pyridine core provides a rigid, electron-deficient scaffold suitable for further functionalization. Its predictable reactivity facilitates integration into medicinal chemistry programs and API intermediate development.

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   25.25
  • LogP   3.2277
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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