Imidazo[1,2-a]pyrimidine

Uses

Imidazo[1,2-a]pyrimidine is a heterocyclic aromatic compound used as a pharmaceutical intermediate ingredient, organic solvent and chemical reaction reagent. In the field of agrochemicals, it interacts with key enzymes such as acetylcholinesterase, lipoxygenase and glutathione-S-transferase. In the dye industry, it has been found to interact with a variety of proteins, including cytochrome P450 and peroxidase, making it an important component in dye formulations.

Synthesis

In a 250-mL three-necked round-bottomed flask, 2-aminopyrimidine (5 g, 0.052 mol), bromoacetaldehyde diethyl acetal (20.7 g, 0.104 mol), 48% aqueous hydrobromic acid (5 mL), and ethanol (50 mL) were added sequentially. The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the reaction solution was cooled to room temperature. Subsequently, the reaction mixture was adsorbed onto silica gel and purified by column chromatography (eluent: dichloromethane/methanol), resulting in 5 g of imidazo[1,2-a]pyrimidine in about XX% yield.

References

[1] Patent: KR2017/126059, 2017, A. Location in patent: Paragraph 0069; 0072; 0073; 0076; 0077