Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Formula: C5H6N2
To a solution of methyl picolinate (1.14 g, 1 mL, 8.3 mmol) and 2-methylpyrazine (0.78 g, 0.76 mL, 8.3 mmol) in THF (15 mL) was added NaH (60% in mineral oil, 0.5 g, 12 mmol). The mixture was refluxed for 16 h. Once cooled to room temperature, the mixture was poured into saturated aqueous solution of NH4CI (30 mL) and extracted with EtOAc (3 x 30 mL). Organic fractions were combined, washed with brine (30 mL), dried over MgS04, and the solvent was evaporated in vacuo. The product, purified by column flash chromatography (CTHC^MeOH; 10: 1 to 5: 1), was obtained as a yellow solid (1.3 g, 80 %). (‘ 11 NMR shows a mixture of the keto- and enol- forms in ratio ca. 1 : 1) (0265) NMR (500 MHz, CDC13) (ppm) 13.65 (s, 1H), 8.71 (ddd, / = 0.9, 1.8, 4.8 Hz, 1H), 8.67 – 8.64 (m, 2H), 8.58 (d, J = 1.1 Hz, 1H), 8.52 (dd, J = 1.6, 2.6 Hz, 1H), 8.46 (d, J = 2.6 Hz, 1H), 8.36 – 8.31 (m, 2H), 8.12 – 8.05 (m, 1H), 8.00 – 7.94 (m, 1H), 7.88 – 7.83 (m, 1H), 7.83 – 7.77 (m, 1H), 7.50 (ddd, J = (0266) 1.2, 4.7, 7.5 Hz, 1H), 7.32 (ddd, / = 1.2, 4.7, 7.5 Hz, 1H), 6.94 (s, 1H), 4.80 (s, 2H); (0267) 13C NMR (126 MHz, CDC13) d (ppm) 197.7, 162.0, 154.2, 152.9, 152.6, 152.1, 149.3, 149.3, 146.3, (0268) 145.2, 144.4, 142.9, 140.2, 140.0, 137.2, 137.2, 127.7, 124.4, 122.5, 120.5, 94.2, 44.5; (0269) HRMS calcd for C11H10N3O [M+H]+ 200.0818, found 200.0816.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem