54608-52-5, name is 2-Hydrazinopyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C4H6N4
In a 8 mL vial with magnetic stirrer and screw cap, ethyl 4-chloro-7- methoxyquinoline-3-carboxylate (70 mg, 0.26 mmol, 1 equiv.) and 2-hydrazinopyrazine (32 mg, 0.29 mmol, 1.1 equiv.) were dispersed in 1.5 mL ethanol, triethylamine (40 muL, 0.29 mmol, 1.1 eq.) was added and the reaction mixture was heated to reflux under argon atmosphere. After 20 h the reaction mixture was rinsed with 4 mL water, filtered and the precipitate was washed with 15 mL EtOAc/PE (1/1). The yellow solid was dried under reduced pressure to give the desired product. Yield: 58% (0.15 mmol, 45 mg), Appearance: yellow solid, TLC: 0.38 (10% MeOH in CH2Cl2), M.p.: >300 C, 1H NMR (400 MHz, DMSO- d6) delta 3.88 (s, 3H), 7.16- 7.23 (m, 2H), 8.13 (dd, J = 8.5, 0.8 Hz, 1H), 8.44 (d, J = 2.5 Hz, 1H), 8.56 (dd, J = 2.5, 1.5 Hz, 1H), 8.75 (s, 1H), 9.51 (d, J = 1.4 Hz, 1H), 12.74 (br s, 1H).13C NMR (101 MHz, DMSO-d6) delta 55.6 (q), 102.1 (d), 105.0 (s), 112.2 (s), 115.5 (d), 123.9 (d), 136.6 (d), 137.3 (s), 140.0 (d), 140.1 (d), 142.8 (d), 144.9 (s), 148.0 (s), 160.8 (s), 162.4 (s). HR-MS: Calc.[M+H]+ m/z (predicted) = 294.0992, m/z (measured) = 294.0992, difference = 0.00 ppm.
The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; UWM RESEARCH FOUNDATION, INC.; MEDICAL UNIVERSITY OF VIENNA; NATIONAL TAIWAN UNIVERSITY; UNIVERSITY OF BELGRADE-FACULTY OF PHARMACY; CHIOU, Lih-Chu; COOK, James; ERNST, Margot; FAN, Pi-Chuan; KNUTSON, Daniel; MEIRELLES, Matheus; MIHOVILOVIC, Marko; SIEGHART, Werner; VARAGIC, Zdravko; VERMA, Ranjit; WIMMER, Laurin; WITZIGMANN, Christopher; SIEBERT, David, Chan Bodin; SAVIC, Miroslav, M.; (170 pag.)WO2016/196961; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem