Some common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, molecular formula is C6H5Cl2N3O2, 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. Computed Properties of C6H5Cl2N3O2
Example 3A – Synthesis of Synthesis of 3-amino-6-[4-(dimethylamino)phenyl]-5-{4- (methylsulfony.)phenyl]pyrazine-2-carboxylic acid; [00171] Step 1 : A mixture of methyl 3-amino-5, 6-dichloro-2-pyrazi?ecarboxylate (1.0 mmol, 222.0 mg), 4-(methyisulfo?yl) phenyl boronic acid (1.2 mmol, 240.0 mg), and tetrakis (triphenylphosphine) Pd (0) (0.12 mmol, 138.7 mg) in 50 ml of anhydrous dimethylformamide was mixed via inert conditions. A solution of potassium carbonate (5 mmoles, 691.1 mg) in deionized water (3 ml) was added to the reaction mixture and heated at 75 0C overnight under an argon atmosphere. The product was purified by reversed phase HPLC (5-75 acetonitrile with 0.1% trifluoroacetic acid at 50 mi/min on XBridge Prep C18 OBD 5um 30 x 150 mm. Retention time 5.9 min) and characterized by 1H and 13C NMR. 1 H NMR (500 MHz, DMSO-d6) delta 8.08 (dt apparent, J = 9.0 Hz1 2.0 Hz, 2H)1 delta 7.99 (dt apparent, J = 8.5 Hz1 1.5 Hz, 2H), delta 7.66 (bs, 2H), delta 3.30 (s, 3H). 13C NMR (125 MHz, DMSO-d6) delta 43.8 (s), delta 122.5 (s), delta 127.2 (s), delta 130.7 (s), delta 130.9 (s), delta 141.1 (s), delta 142.1 (s), delta 153.3 (s), delta 154.9 (S), delta 167.2 (s).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1458-18-0, its application will become more common.
Reference:
Patent; MALLINCKRODT INC.; NEUMANN, William, L.; FRESKOS, John, N.; DORSHOW, Richard, B.; WO2010/121003; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem