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1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 3-iodo-, 1,1-dimethylethyl ester

  • CAS No. 192189-18-7

  • Cat. No. CS-0004803
  • Purity≥95%
  • MDL No.MFCD08741526

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

1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid, 3-iodo-, 1,1-dimethylethyl ester|CS-0004803

Structure of 192189-18-7

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General Information

  • CAS No. 192189-18-7
  • Cat. No. CS-0004803
  • Purity ≥95%
  • MDL No. MFCD08741526
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₃IN₂O₂
  • Molecular Weight None
  • Synonym(s) Tert-butyl 3-iodo-1H-pyrrolo[2,3-B]pyridine-1-carboxylate
  • SMILES O=C(OC(C)(C)C)N1C2=NC=CC=C2C(I)=C1

Description

This 1H-Pyrrolo[2,3-b]pyridine-1-carboxylic acid derivative features a sterically shielded tert-butyl ester group that enhances stability and simplifies purification. The 3-iodo substituent provides a reactive handle for downstream functionalization via cross-coupling, enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

The 1,1-dimethylethyl ester of 3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylic acid serves as a stable, bench-ready building block for late-stage functionalization in heterocyclic synthesis. Its iodide moiety enables reliable Suzuki-Miyaura and Sonogashira coupling reactions, while the ester group offers orthogonal reactivity and ease of purification. This compound functions effectively in constructing complex scaffolds relevant to medicinal chemistry and materials science.

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   44.12
  • LogP   3.4241
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   0

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