Continuously updated synthesis method about 109-08-0

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

109-08-0, name is 2-Methylpyrazine, 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. name: 2-Methylpyrazine

2-methylpyrazine (0.18 mL, 2.0 mmol), 4-methoxybenzaldehyde (0.24 mL, 2.0 mmol) and 50percent solution of tetrabutylammoniumsulfate in water (0.23 mL, 0.2 mmol) were added to 2 mL 5N NaOH stirring under nitrogen. The reaction was carried on at 105¡ã C. for 48 h. After cooling to r.t., the mixture was extracted with DCM (3¡Á20 mL), and then the oil phase was washed with water and brine, dried over Na2SO4, concentrated via vacuum. The desired compound was obtained via silica gel chromatograph (EA:hexane=1:2). Faint yellow solid in 43percent yield. M.p.:101.4-102.3¡ã C. 1H NMR (400 MHz, CDCl3) delta 8.61 (d, J=1.0 Hz, 1H), 8.51 (s, 1H), 8.37 (d, J=2.3 Hz, 1H), 7.70 (d, J=16.1 Hz, 1H), 7.54 (d, J=8.7 Hz, 2H), 7.02 (d, J=16.1 Hz, 1H), 6.93 (d, J=8.7 Hz, 2H), 3.85 (s, 3H). 13C NMR (101 MHz, CDCl3) delta 160.32, 151.60, 144.21, 143.54, 142.26, 134.70, 128.78, 128.72, 121.74, 114.25, 55.33. Anal. Calcd for C13H12N2O: C, 73.56; H, 5.70; N, 13.20. Found: C, 73.12; H, 5.79; N, 12.30.

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Washington University; Tu, Zhude; Li, Junfeng; Yue, Xuyi; Kotzbauer, Paul; (100 pag.)US2017/189566; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem