tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate

Name: tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate
Brand: ChemScene
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CAS No. 192189-15-4
Cat. No. CS-0048315
Purity≥97%
MDL No.None

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tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate|CS-0048315

Structure of 192189-15-4

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General Information

CAS No. 192189-15-4
Cat. No. CS-0048315
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₃BrN₂O₂
Molecular Weight 297.15
Synonym(s) 1-Boc-3-broMo-1H-pyrrolo[3,2-b]pyridine
SMILES CC(C)(C)OC(=O)N1C=C(Br)C2=NC=CC=C12

Description

tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate is a bench-stable, moisture-tolerant building block featuring a brominated pyrrolopyridine core. This compound integrates seamlessly into cross-coupling reactions, enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials science.

Application

tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate serves as a versatile building block for the synthesis of biologically relevant heterocycles. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester provides stability and convenient deprotection under mild acidic conditions. Its compatibility with diverse functional groups facilitates efficient access to complex scaffolds in medicinal chemistry and agrochemical research.

Synthesis

Route1
- In-stock
  
  24424-99-5
- In-stock
  
  23688-47-3
- ~92%
- In-stock
  
  192189-15-4
References
- ISIS INNOVATION LTD.; EBETINO, Frank, Hallock; MAZUR, Adam; LUNDY, Mark, Walden; RUSSELL, Robert, Graham, Goodwin Patent: WO2010/33980 A2, 2010 ; Location in patent: Page/Page column 28-29 ; WO 2010/033980 A2
Route2
- In-stock
  
  272-49-1
- ~%
- In-stock
  
  192189-15-4
References
- Kelly; McNeil; Rose; David; Shih; Grob Journal of Medicinal Chemistry, 1997 , vol. 40, # 15 p. 2430 - 2433

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 3.582
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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tert-Butyl 3-bromo-1H-pyrrolo[3,2-b]pyridine-1-carboxylate

CAS No. 192189-15-4

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