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

Name: 6-Bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 907945-69-1
Cat. No. CS-0102119
Molecule weight242.03
Purity≥98%
MDL No.None

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6-Bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid|CS-0102119

Structure of 907945-69-1

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General Information

CAS No. 907945-69-1
Cat. No. CS-0102119
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrN₃O₂
Molecular Weight 242.03
Synonym(s) 6-BroMo-iMidazo[1,2-a]pyriMidine-2-carboxylic acid
SMILES O=C(O)C1=CN2C=C(C=NC2=N1)Br

Description

6-Bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid features a fused heterocyclic core with a bromine substituent at the 6-position and a carboxylic acid group at C2, enabling direct functionalization in synthetic routes. This electron-deficient scaffold integrates readily into bioactive molecule frameworks, particularly in kinase inhibitor development and medicinal chemistry campaigns requiring halogenation handles for cross-coupling reactions.

Application

6-Bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid serves as a versatile building block for the synthesis of heterocyclic scaffolds in medicinal chemistry. Its bromine and carboxylic acid functionalities enable selective cross-coupling reactions and derivatization under standard conditions. The molecule exhibits good bench stability and facilitates efficient functional group manipulation, making it well-suited for constructing complex imidazopyrimidine-based frameworks used in drug discovery and materials science.

Synthesis

Route1
- In-stock
  
  7752-82-1
- 70-23-5
- ~%
- In-stock
  
  907945-69-1
References
- Takeda Pharmaceutical Company Limited Patent: EP1849465 A1, 2007 ; Location in patent: Page/Page column 88 ;

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-P280-P302+P352

Quality Control

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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

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

CAS No. 907945-69-1

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