Adding a certain compound to certain chemical reactions, such as: 768-05-8, name is Pyrazinoic acid hydrazide, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 768-05-8, category: Pyrazines
To a suspension of 4-[(2-chloro-4-fluorophenyl)carbonyl]-2-piperazinone (I3)(O.78 g, 3.04 mmol) in Dichloromethane (DCM) (7.60 ml) was added triethyloxonium tetrafluoroborate (0.606 g, 3.19 mmol) and the mixture was stirred at room temperature under argon. After 5-10 minutes it turned to a yellow solution. TLC showed the formation of the imidate (some unreacted starting material always present due to instability of imidate on TLC). After 1 hour 2-pyrazinecarbohydrazide (0.504 g, 3.65 mmol, commercially available) was added but it was insoluble. After 15 minutes the solvent was evaporated in vacuo and the residue taken in n-butanol (7.60 ml) and heated at reflux (120 0C). After 2 hours LCMS showed a main peak which is consistent with the desired product. It was concentrated in vacuo and the residue was purified by flash chromatography (Biotage SP4, 40 + M cartridge) with a gradient of 2M ammonia in MeOH 0 to 10% in DCM. The crude product was then dissolved in EtOAc (50 mL), the precipitate filtered off (50 mg of impurity by LCMS) and the solution washed with sat. NH4CI (3OmL), water (30 mL) and brine (30 mL) and finally dried over MgSO4 to afford an off-white solid that was fruther purified by MDAP to isolate the desired product in 310 mg as a white solid.LC/MS: (M+H)+= 359, retention time = 0.74 minutes (2 minutes run). 1H NMR (500 MHz; d6-DMSO) delta 9.37 (1 H, d), 8.74 (2H, m), 7.65 (1 H, m), 7.63 (1 H, dd), 7.37 (1 H, td), 5.28 (1 H, d), 4.94 (1 H, d), 4.43 (2H, m), 3.67 (2H, m).
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Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALTER, Daryl Simon; WO2010/125102; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem