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

Name: 2-Bromo-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1083181-25-2
Cat. No. CS-B0559
Purity≥97%
MDL No.MFCD11559018

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Bromo-1H-pyrrolo[2,3-b]pyridine|CS-B0559

Structure of 1083181-25-2

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General Information

CAS No. 1083181-25-2
Cat. No. CS-B0559
Purity ≥97%
MDL No. MFCD11559018
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) None
SMILES BrC1=CC2=CC=CN=C2N1

Description

2-Bromo-1H-pyrrolo[2,3-b]pyridine is a heteroaromatic building block featuring a bromine atom at the 2-position of a fused pyrrole-pyridine framework. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, offering high reactivity and stability under standard conditions.

Application

2-Bromo-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions for the construction of biologically relevant scaffolds. Its bromo group facilitates efficient functionalization via Suzuki, Stille, or Negishi couplings, while the fused pyrrolopyridine core offers inherent stability and defined electronic properties. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

Route1
- 1198416-32-8
- ~80%
- In-stock
  
  1083181-25-2
References
- INTERMUNE, INC. Patent: US2009/318455 A1, 2009 ; Location in patent: Page/Page column 98-99 ;
Route2
- 1198416-32-8
- ~81%
- In-stock
  
  1083181-25-2
References
- INTERMUNE, INC. Patent: US2009/318455 A1, 2009 ; Location in patent: Page/Page column 98-99 ;

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

Quality Control

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

CAS No. 1083181-25-2

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