Electric Literature of 27398-39-6, These common heterocyclic compound, 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
1.59 g (10 mmol) of 3-chloropyrazine-2-carboxylic acid was dissolved in 20 mL of dichloromethane solvent, 2.54 g (20 mmol) of oxalyl chloride, 2 drops of DMF,After stirring at reflux for 5 h, the solvent and excess oxalyl chloride were evaporated under reduced pressure.Obtained a purplish red oil; it was dissolved in 20 mL of dichloromethane.Add 0.92g (5mmol)Ethyl 5-(methylaminomethyl)-1H-imidazole-4-carboxylate and1.52 g (15 mmol) of triethylamine,After stirring at room temperature until the reaction was completed, it was poured into 50 mL of saturated sodium bicarbonate solution, and extracted with dichloromethane (20 mL ¡Á 4).After filtration, the solvent was evaporated under reduced pressure to give ethyl 5-((3-chloro-N-methylpyrazine-2-carboxamido)methyl)-1H-imidazole-4-carboxylate.Ethyl 5-((3-chloro-N-methylpyrazine-2-carboxamido)methyl)-1H-imidazole-4-carboxylate was dissolved in 20 mL of acetonitrile.Add 3.26 g (10 mmol) of cesium carbonate,The mixture was stirred under reflux until the reaction was completed, and the solvent was evaporated under reduced pressure.It was dissolved in 20 mL of dichloromethane.Wash with distilled water (30 mL ¡Á 2), dry over anhydrous sodium sulfate,After filtration, the solvent was evaporated under reduced pressure.Column chromatography (EtOAc, 1percent Et3N),A white solid was obtained in a two step yield of 55percent.
The synthetic route of 27398-39-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Beijing Normal University; Yu Gang; Zhang Zhanbin; Cao Yanqing; Su Ruibin; Zheng Zhibing; Zhou Xinbo; Li Yi; Xiao Guiying; (16 pag.)CN109206428; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem