6-Bromoimidazo[1,5-a]pyridine

Name: 6-Bromoimidazo[1,5-a]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 1239880-00-2
Cat. No. CS-D0885
Purity≥97%
MDL No.MFCD17677174

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 1239880-00-2

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General Information

CAS No. 1239880-00-2
Cat. No. CS-D0885
Purity ≥97%
MDL No. MFCD17677174
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) None
SMILES BrC1=CN2C=NC=C2C=C1

Description

6-Bromoimidazo[1,5-a]pyridine is a heterocyclic building block featuring a brominated imidazo[1,5-a]pyridine core. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions. The bromine atom serves as a reactive handle for palladium-catalyzed transformations, facilitating rapid access to complex nitrogen-containing architectures. Its stability under standard conditions supports reliable integration into medicinal chemistry and materials synthesis workflows.

Application

6-Bromoimidazo[1,5-a]pyridine serves as a versatile building block for heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions to construct biologically relevant scaffolds. Its bromine substituent facilitates efficient functionalization under standard coupling conditions, while the imidazo[1,5-a]pyridine core provides inherent stability and π-electron richness. The compound exhibits good bench stability and is readily purified by recrystallization or chromatography, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

Route1
- 1239880-13-7
- ~14%
- In-stock
  
  1239880-00-2
References
- Chytil, Milan; Engel, Sharon R.; Fang, Qun Kevin; Spear, Kerry L. Patent: US2010/204214 A1, 2010 ; Location in patent: Page/Page column 114 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 17.3
LogP 2.0968
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Bromoimidazo[1,5-a]pyridine

CAS No. 1239880-00-2

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