6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid

Name: 6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 944896-42-8
Cat. No. CS-0040384
Purity≥97%
MDL No.MFCD10698063

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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-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid|CS-0040384

Structure of 944896-42-8

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General Information

CAS No. 944896-42-8
Cat. No. CS-0040384
Purity ≥97%
MDL No. MFCD10698063
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 6-Bromoimidazo[1,2-a]pyridine-3-carboxylicacid
SMILES O=C(C1=CN=C2C=CC(Br)=CN21)O

Description

6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid features a fused heterocyclic core with a bromine substituent at the 6-position and a carboxylic acid group at the 3-position. This combination enables direct coupling in cross-coupling reactions and facilitates conjugation to biomolecules or polymers. The molecule exhibits stability under standard bench conditions and compatibility with diverse reaction media.

Application

6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid serves as a versatile building block for constructing bioactive heterocyclic scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid facilitates derivatization via amide formation or esterification. Its stability under standard synthetic conditions and compatibility with diverse functional groups make it well-suited for medicinal chemistry campaigns targeting kinase inhibitors and CNS modulators.

Synthesis

Route1
- In-stock
  
  372198-69-1
- ~%
- In-stock
  
  944896-42-8
References
- WO2011/50245 A1, ; Page/Page column 105 ; WO 2011/050245 A1
Route2
- In-stock
  
  1072-97-5
- ~%
- In-stock
  
  944896-42-8
References
- WO2011/50245 A1, ; WO 2011/050245 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 54.6
LogP 1.795
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Key Words

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6-Bromoimidazo[1,2-a]pyridine-3-carboxylic acid

CAS No. 944896-42-8

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