Reference of 77112-52-8,Some common heterocyclic compound, 77112-52-8, name is Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, molecular formula is C9H9N3O2, 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.
Procedure for step-3 :To a well stirred suspension of the ester obtained from step-1 (1Og, 52.3 ?imol) in dioxane (400 ml) was added lithium borohydride (2 eqv) at 25C and the resulting reaction mixture was allowed to stir at the same temperature for 10 minutes. It was then warmed to 60C and kept at this temperature for for 20 minutes ( . Higher temperature and more reaction time reduce the yield and quality of reaction) . Reaction mixture was then cooled to 0C, acidified with IN HCl and dioxane was completely evaporated under reduced pressure. Residue was taken in dichloromethane (200 ml) , TEA ( 4eqv) and Boc-anhydride ( 1.2 eqv) was added to it and the resulting reaction mixture was allowed to stir at 250C for 16 hrs . Organic layer was washed with water and brine and finally dried over sodium sulfate. Evaporation of organic layer gave the crude product which was purified by column chromatography (70% ethyl acetate in hexane) . Yield : 27%
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl imidazo[1,2-a]pyrazine-2-carboxylate, its application will become more common.
Reference:
Patent; GRUeNENTHAL GMBH; WO2009/90055; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem