Related Products of 6863-73-6, These common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-2-amine, 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.
Second generation imidazo[1,2-a]pyrazineinhibitors, variants at 2- and 6-positions.8-Chloroimidazo[1,2-a]pyrazine 2-Amino-3-chloropyrazine (200 mg, 1.54mmol) and NaHCO3 (162 mg, 1.93 mmol) were suspended in tBuOH. Chloroacetaldehyde (50% w/v in H2O;200 muL, 1.54 mmol) was added and the reaction mixture was stirred under refluxfor 40 h. The reaction was then cooledto RT and solvent removed in vacuo. The residual material was taken up in CH2Cl2(100 mL) washed H2O (40 mL) and brine (40 mL), dried (MgSO4),filtered and concentrated in vacuo. Flash chromatography (applied in pet. ether;eluted 3:1 to 2:1 to 1:3 pet. ether/EtOAc) afforded the title compound as anoff white solid (118 mg, 0.773 mmol, 50%). Mpt: Decomposed before melting; Rf = 0.17 (2:1 EtOAc/pet.ether); IR (numax/cm-1, thin film): 3144, 3105, 1432; 1H NMR (600 MHz,(CD3)2SO): deltaH = 7.73 (d, J= 4.5 Hz, 1H, 6-H), 7.87 (d, J = 0.9 Hz, 1H, 2-H), 8.28 (d, J = 0.9Hz, 1H, 3-H), 8.66 (d, J = 4.5 Hz, 1H, 5-H); 13C NMR (150 MHz, (CD3)2SO): deltaC = 117.3 (C-3),120.8 (C-5), 127.3 (C-6), 135.5 (C-2), 137.1 (C-9), 141.7(C-8); LRMS m/z (CI+):154 [M(35Cl)+H]+, 156 [M(37Cl)+H]+;HRMS m/z (CI+): Found 154.0166 [M(35Cl)+H]+; C6H5ClN3requires154.0172.
The synthetic route of 6863-73-6 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Sayer, James R.; Walldn, Karin; Pesnot, Thomas; Campbell, Frederick; Gane, Paul J.; Simone, Michela; Koss, Hans; Buelens, Floris; Boyle, Timothy P.; Selwood, David L.; Waksman, Gabriel; Tabor, Alethea B.; Bioorganic and Medicinal Chemistry; vol. 22; 22; (2014); p. 6459 – 6470;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem