Electric Literature of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.
5-Chloropyrazine-2-carboxylic acid (27, 7.84 g), N,N-dimethylformamide(120 mL), ethyl piperidine-4-carboxylate (16.0 mL),and N,N-diisopropylethylamine (25.0 mL) were mixed, followed bystirring at 90 C for 8 h. The reaction mixture was cooled to roomtemperature and ethyl acetate was added. The mixture was washedwith a dilute hydrochloric acid solution and dried over anhydrous sodium sulfate. The insoluble materials were separated by filtration andthe filtrate was concentrated under reduced pressure. The obtainedsolid was washed with diisopropyl ether and dried to obtain 28 (6.80 g,49%) as a milky white solid: 1H NMR (CDCl3) delta 1.27 (3H, t,J = 7.0 Hz), 1.74-1.86 (2H, m), 2.02-2.11 (2H, m), 2.66 (1H, tt,J = 10.5, 4.1 Hz), 3.20-3.30 (2H, m), 4.17 (2H, q, J = 7.1 Hz),4.33-4.42 (2H, m), 8.02 (1H, d, J = 1.3 Hz), 8.86 (1H, d, J = 1.3 Hz);ESI-MS m/z 280 [(M+H)+].
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Chloropyrazine-2-carboxylic acid, its application will become more common.
Reference:
Article; Inagaki, Yusuke; Ino, Katsutoshi; Ishizu, Kenichiro; Koike, Takanori; Maeda, Jun; Negoro, Kenji; Shimoshige, Yukinori; Takahashi, Taisuke; Tanaka, Hiroaki; Tsukamoto, Issei; Yokoyama, Kazuhiro; Bioorganic and medicinal chemistry; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem