6-Fluoroimidazo[1,2-a]pyridine

Name: 6-Fluoroimidazo[1,2-a]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 139022-27-8
Cat. No. CS-0036342
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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6-Fluoroimidazo[1,2-a]pyridine|CS-0036342

Structure of 139022-27-8

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General Information

CAS No. 139022-27-8
Cat. No. CS-0036342
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅FN₂
Molecular Weight 136.13
Synonym(s) Imidazo[1,2-a]pyridine, 6-fluoro- (9CI)
SMILES C1=CC2=NC=CN2C=C1F

Description

6-Fluoroimidazo[1,2-a]pyridine is a bench-stable heterocyclic scaffold featuring a fluorinated imidazopyridine core. This electron-deficient system enables efficient coupling in cross-coupling reactions and serves as a key building block in medicinal chemistry for targeted kinase inhibition and CNS drug discovery.

Application

6-Fluoroimidazo[1,2-a]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling direct functionalization at the C6 position via palladium-catalyzed cross-coupling reactions. Its fluorinated imidazopyridine core offers enhanced metabolic stability and favorable electronic properties for target engagement. The compound exhibits good bench stability, ease of purification, and compatibility with diverse reaction conditions, facilitating rapid access to complex scaffolds in API development.

Synthesis

Route1
- 107-20-0
- In-stock
  
  21717-96-4
- ~69%
- In-stock
  
  139022-27-8
References
- Domain Therapeutics Patent: EP2210891 A1, 2010 ; Location in patent: Page/Page column 71 ;
Route2
- In-stock
  
  21717-96-4
- 17157-48-1
- ~%
- In-stock
  
  139022-27-8
References
- WO2010/33978 A2, ; Page/Page column 33 ;

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-H320-H335
Precautionary Statements : P261-P280-P302+P352

Quality Control

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Computational Chemistry Data

TPSA 17.3
LogP 1.4734
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-Fluoroimidazo[1,2-a]pyridine

CAS No. 139022-27-8

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