8-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde

Name: 8-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1194375-12-6
Cat. No. CS-0054672
Purity≥97%
MDL No.None

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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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8-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde|CS-0054672

Structure of 1194375-12-6

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General Information

CAS No. 1194375-12-6
Cat. No. CS-0054672
Purity ≥97%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O
Molecular Weight 225.04
Synonym(s) 8-BroMo-iMidazo[1,2-a]pyridine-2-carbaldehyde
SMILES O=CC1=CN2C=CC=C(Br)C2=N1

Description

8-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde features a brominated imidazopyridine core paired with a reactive aldehyde handle, enabling direct conjugation in medicinal chemistry. This bench-stable scaffold integrates readily into bioactive molecules, offering enhanced electronic and steric profiles for targeted ligand design.

Application

8-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient construction of imidazo[1,2-a]pyridine-based scaffolds. The aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the bromo substituent supports palladium-catalyzed cross-coupling transformations. Its bench-stable nature and compatibility with diverse functional groups make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  13534-99-1
- 921-03-9
- ~57%
- In-stock
  
  1194375-12-6
References
- ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; GIJSEN, Henricus, Jacobus, Maria; MACDONALD, Gregor, James; BISCHOFF, Francois, Paul; TRESADERN, Gary, John; TRABANCO-SUAREZ, Andres, Avelino; VAN BRANDT, Sven, Franciscus, Anna; BERTHELOT, Didier, Jean-Claude Patent: WO2010/70008 A1, 2010 ; Location in patent: Page/Page column 60 ; WO 2010/070008 A1
Route2
- 1201630-35-4
- ~91%
- In-stock
  
  1194375-12-6
References
- Gudmundsson, Kristjan S.; Boggs, Sharon D.; Catalano, John G.; Svolto, Angilique; Spaltenstein, Andrew; Thomson, Michael; Wheelan, Pat; Jenkinson, Stephen Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 22 p. 6399 - 6403

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 34.37
LogP 1.9093
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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8-Bromoimidazo[1,2-a]pyridine-2-carbaldehyde

CAS No. 1194375-12-6

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