In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1458-18-0 as follows. Safety of Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate
a) 3-Amino-6-chloro-5-(1 -ethoxy-vinyl)-pyrazine-2-carboxylic acid methyl ester A mixture of 3-amino-5,6-dichloro-pyrazine-2-carboxylic acid methyl ester [1458-18-0] (600 mg, 2.62 mmol), lithium chloride (389 mg, 9.17 mmol), Pd(PPh3)2CI2 (184 mg, 0.262 mmol) and tributyl-(1-ethoxy-vinyl)-stannane [97674-02-7] (1.6 ml, 4.50 mmol) in DMF (27 ml) under argon was heated at 80 C bath temperature for 3 h and 50 min. Saturated aq. NH4CI was added and the mixture was extracted with MTBE (3x). The combined organic layers were washed with brine, dried with Na2S04, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 7:3) to provide the title compound as yellow solid (433 mg). HPLC: RtH2= 0.94 min; ESIMS [M+H]+ = 258.1 ; 1H-NMR (400 MHz, DMSO-c/6): delta 7.59 (br. s, 2H), 4.64 (d, 1 H), 4.58 (d, 1 H), 3.91 (q, 3H), 3.86 (s, 3H), 1.31 (t, 2H).
According to the analysis of related databases, 1458-18-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; NOVARTIS AG; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; VEENSTRA, Siem Jacob; WO2013/27188; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem