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

Name: 3-Bromo-1H-pyrrolo[3,2-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 23688-47-3
Cat. No. CS-W006051
Purity≥95%
MDL No.MFCD10697525

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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3-Bromo-1H-pyrrolo[3,2-b]pyridine|CS-W006051

Structure of 23688-47-3

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General Information

CAS No. 23688-47-3
Cat. No. CS-W006051
Purity ≥95%
MDL No. MFCD10697525
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) 3-BROMO-4-AZAINDOLE
SMILES BrC1=C[NH]C2=CC=CN=C12

Description

3-Bromo-1H-pyrrolo[3,2-b]pyridine features a fused bicyclic core with a strategically positioned bromine atom enabling direct functionalization in cross-coupling reactions. This electron-deficient heterocycle serves as a key scaffold for medicinal chemistry and materials synthesis, offering high reactivity under standard conditions with minimal side pathways.

Application

3-Bromo-1H-pyrrolo[3,2-b]pyridine serves as a versatile heterocyclic building block for transition-metal-catalyzed coupling reactions, enabling efficient construction of biaryl and extended π-conjugated systems. Its bromine substituent exhibits high reactivity in palladium-catalyzed cross-couplings, while the electron-deficient pyrrolopyridine core offers enhanced stability and compatibility with diverse functional groups. The compound is bench-stable, readily purified by flash chromatography, and widely employed in the synthesis of pharmaceutical intermediates and advanced materials.

Synthesis

Route1
- In-stock
  
  272-49-1
- ~87%
- In-stock
  
  23688-47-3
References
- STOIT, Axel; Coolen, Hein K.A.C.; Van Der Neut, Martina A. W.; Kruse, Cornelis G. Patent: US2008/9514 A1, 2008 ; Location in patent: Page/Page column 26 ; US 20080009514 A1

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 28.68
LogP 2.3254
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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

CAS No. 23688-47-3

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