Electric Literature of 43029-19-2,Some common heterocyclic compound, 43029-19-2, name is 3-Aminopyrazin-2(1H)-one, molecular formula is C4H5N3O, 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.
To a solution of 3-aminopyrazin-2-ol (209.35 mg, 1.88 mmol, 1 eq) in DMF (5 mL) was added NaH (82.90 mg, 2.07 mmol, 60% purity, 1.1 eq) at 0C,then the reaction was stirred at 0C for 15 mins then a solution of tert-butyl 5-fluoro-2- (methylsulfonyloxymethyl)indole-1-carboxylate (647 mg, 1.88 mmol, 1 eq) in DMF(10 mL) was dropwised into it , the reaction was stirred at 20C for 12 hr. The reaction was diluted with water (50 mL).The mixture was extracted with ethyl acetate (50 mL*2). The organic phase was washed with brine (50 mL*2) ,dried over anhydrous Na2SO4, filtered and concentrated in vacuum to give a residue. The residue was purified by columnchromatography to give tert-butyl 2-[(3-amino-2-oxo-pyrazin-1-yl)methyl]-5-fluoro-indole-1- carboxylate (I-341) (350 mg, 52% yield) as a yellow solid.1H NMR (400 MHz, CDCl3) d 1.67 (s, 9 H) 5.42 (s, 2 H) 5.48 ( s, 2 H) 6.25 (s, 1 H) 6.58 (d, J=4.63 Hz, 1 H) 6.83 (d, J=4.63 Hz, 1 H) 7.01 (td, J=9.15, 2.65 Hz, 1 H) 7.11 (dd, J=8.60, 2.43 Hz, 1 H) 8.03 (dd, J=9.04, 4.63 Hz, 1 H).
The synthetic route of 43029-19-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SITARI PHARMA, INC.; CAMPBELL, David; CHAPMAN, Justin; CHEUNG, Mui, H.; DIRAIMONDO, Thoams, R.; DURON, Sergio, G.; (615 pag.)WO2020/33784; (2020); A1;,
Pyrazine – Wikipedia,
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