Synthetic Route of 117103-53-4,Some common heterocyclic compound, 117103-53-4, name is 2-Bromo-5-nitropyrazine, molecular formula is C4H2BrN3O2, 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.
Step 1. Preparation of Dimethyl-[2-(5-nitro-pyrazin-2-yloxy)-ethyl]-amine To a 100 ml dried round bottom flask was added bromonitropyrazine (300 mg, 1.47 mmol, Eq: 1.00) and CH3CN (10 ml). To the mixture was added K2CO3 (203 mg, 1.47 mmol, Eq: 1.00) under argon to afford a light yellow slurry. To the slurry was added N,N-dimethylaminothanol (131 mg, 148 mul, 1.47 mmol, Eq: 1.00) dropwise. The reaction became an orange slurry and was stirred at room temperature overnight. The reaction mixture was filtered and the filter cake was washed with CH3CN (3*20 mL). The combined filtrate and washes were concentrated in vacuo and purified by column chromatography eluting with 5-10% (10% NH4OH in MeOH) in 1/1 EtOAc/Hex eluent to afford 270 mg (87%) of the title compound.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-nitropyrazine, its application will become more common.
Reference:
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem