Related Products of 179323-60-5, These common heterocyclic compound, 179323-60-5, name is 1-(Pyrazin-2-yl)ethanamine, 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.
A solution of 1 -(pyrazin-2-yl)ethanamine (469.0 g, 3810 mmol) in 2-propanol (1 .9 L) was placed in a 5-L reactor equipped with a mechanical stirrer (glass rod, teflon paddle) and internal thermometer under N2. Ethyl 2-chloropyrimidine-5-carboxylate (71 1 g, 3810 mmol) was added as a solid with stirring followed by DIPEA (640 g, 4950 mmol). The resulting solution was gradually warmed to 88 C, stirred for 7 hrs then allowed to cool. The content of the tank was transferred into a 6-L erlen meyer flask and the tank rinsed with 2-propanol. The solution was concentrated in vacuo to remove approximately half of the volume. The content of the erlenmeyer was transferred into a 10-L tank equipped with a jacket, a short-path distillation set-up connected to a 1 L flask and a mechanical stirrer. The erlenmeyer and the flask were rinsed with water until all the solids have been transferred. The resulting suspension was stirred at 50 C under vacuum for 5 hrs and the mixture then allowed to cool to rt. Water (2 L) was added, the mixture stirred for 2 hrs then the solid was filtered off, washing through with water (500 ml_). The solid was dried in vacuo. The filtrate was concentrated in vacuo and the resulting solid filtered off and dried to provide additional product. This was purified by chiral SFC separation, using a Chiralcel IC-H 50 x 250 column, eluting with 65:35 CO2: MeCN at a flow rate of 250 mL/min, wavelength 215 nm to afford the title compound as a pale orange oil that crystallized on standing, 441 g. RT = 1 .38 min; 1H NMR (400 MHz, CDCI3): delta 1.37 (t, 3H), 1.63 (d, 3H), 4.35 (q, 2H), 5.42 (quint., 1 H), 6.58 (d, 1 H), 8.49 (d, 1 H), 8.54 (dd, 1 H), 8.65 (d, 1 H), 8.85 (br s, 2H). LCMS m/z = 274 [M+H]+
Statistics shows that 1-(Pyrazin-2-yl)ethanamine is playing an increasingly important role. we look forward to future research findings about 179323-60-5.
Reference:
Patent; PFIZER INC.; CASIMIRO-GARCIA, Agustin; STROHBACH, Joseph Walter; HEPWORTH, David; LOVERING, Frank Eldridge; CHOI, Chulho; ALLAIS, Christophe Philippe; WRIGHT, Stephen Wayne; (213 pag.)WO2018/11681; (2018); A1;,
Pyrazine – Wikipedia,
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