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

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

CAS No. 944903-05-3
Cat. No. CS-0094352
Purity≥97%
MDL No.MFCD09994670

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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]pyrimidine-3-carboxylic acid|CS-0094352

Structure of 944903-05-3

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General Information

CAS No. 944903-05-3
Cat. No. CS-0094352
Purity ≥97%
MDL No. MFCD09994670
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrN₃O₂
Molecular Weight 242.03
Synonym(s) None
SMILES O=C(C1=CN=C2N=CC(Br)=CN21)O

Description

6-Bromoimidazo[1,2-a]pyrimidine-3-carboxylic acid is a heterocyclic building block featuring a bromine atom at the 6-position and a carboxylic acid group at the 3-position. This combination enables direct functionalization in cross-coupling reactions and facilitates conjugation to biomolecules or solid supports. The molecule exhibits good stability under standard conditions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and nucleoside analogs.

Application

6-Bromoimidazo[1,2-a]pyrimidine-3-carboxylic acid serves as a versatile building block for medicinal chemistry and heterocyclic synthesis. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid facilitates amidation, esterification, and derivatization. The imidazopyrimidine core provides structural rigidity and hydrogen-bonding capacity, enhancing target affinity in kinase inhibitors and other bioactive scaffolds. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, making it suitable for scale-up and iterative library synthesis.

Safety Information

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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 67.49
LogP 1.19
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Imidazole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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

CAS No. 944903-05-3

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