Related Products of 2423-65-6,Some common heterocyclic compound, 2423-65-6, name is Pyrazine 1-oxide, molecular formula is C4H4N2O, 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.
A 20 ml_ microwave vial was charged with pyrazine N-oxide [Fagnou et al, JACS 2005, 127: 18020-1] (0.346 g, 3.60 mmol), potassium carbonate (0.497 g, 3.60 mmol), palladium acetate (0.020g, 0.089 mmol), tri-n-butylphosphonium tetrafluoroborate (0.052 g, 0.179 mmol) and pivalic acid (0.055 g, 0.541 mmol). A solution of 2-(3-amino-3-oxopropyl)- 3′-hydroxybiphenyl-4-yl trifluoromethanesulfonate (0.700 g, 1.798 mmol) in toluene (4 ml_) was added, the vial purged under nitrogen for 10 min, sealed and heated at reflux for 4 h. On cooling, chloroform (10 ml_) was added, the resultant precipitate filtered and washed successively with dichloromethane and ethyl acetate / methanol. The organics were combined, concentrated and purified by flash chromatography (acetone / dichloromethane / methanol) to give the title compound as a colourless solid (0.460 g, 76%). H NMR (400 MHz, DMSO-d6) delta ppm 9.56 (s, 1 H), 8.81 (s, 1 H), 8.52 – 8.49 (m, 1 H), 8.45 (d, J = 4.1 Hz, 1 H), 7.78 – 7.73 (m, 2 H), 7.30 – 7.26 (m, 1 H), 7.25 (d, J = 8.0 Hz, 1 H), 7.22 (br. s., 1 H), 6.80 (ddd, J = 0.8, 2.3, 8.2 Hz, 1 H), 6.78 – 6.75 (m, 1 H), 6.75 – 6.70 (m, 2 H), 2.82 (dd, J = 6.9, 9.1 Hz, 2 H), 2.31 – 2.24 (m, 2 H). LCMS [M+H]+ = 336.2.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Pyrazine 1-oxide, its application will become more common.
Reference:
Patent; VECTUS BIOSYSTEMS LIMITED; DUGGAN, Karen Annette; (120 pag.)WO2018/18091; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem