Electric Literature of 54608-52-5, These common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, 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.
[1337] a mixture of 2-hydrazineylpyrazine (2 g, 18.16 mmol) and ethyl 2,4-dioxopentanoate (2.87 g, 18.16 mmol) in AcOH (40 ml) was stirred at 118 C for 1 hour. The reaction mixture was concentrated under reduced pressure to remove AcOH. The residue was diluted with H2O (8 ml), adjusted to ph ~ 7 with Na2CO3, and then extracted with DCM (200 ml x 3). The combined organic layers were washed with brine (20 ml), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give the crude product. The residue was purified by flash silica gel chromatography (isco; 40 g sepaflash silica flash column, eluent of 0-20% ethyl acetate/petroleum ethergradient 40 ml/min). Compound 285a (1.5 g, 35.57% yield) was obtained as a white solid. Compound 285a: 1H NMR (400mhz, CDCl3) delta 8.98 – 8.93 (m, 1h), 8.60 – 8.54 (m, 1h), 8.46 – 8.41 (m, 1h), 6.78 (s, 1h), 4.34 – 4.25 (m, 2h), 2.38 (s, 3h), 1.27 (t, =7.2 hz, 3h).
The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem