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5-Methylpyrazine-2-carbaldehyde, Example 27.1 (1062) A solution of LAH (164.0 mL, 0.164 mol, 1.0M in THF, 0.5 equivalent.) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equivalent.) in anhydrous THF (750 mL) at -78 C. The internal temperature was kept below -72 C. during the addition of LAH. On completion of addition, the reaction mixture was left to stir at -78 C. for a further 20 min and then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT, and the volatiles were removed by evaporation under vacuum. The residue was dissolved in 1.5 N HCl (500 mL) and extracted with DCM (2×2 L). The organic layers were combined, washed with saturated aqueous sodium hydrogen carbonate solution (2×500 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to yield the product as a brown oil. The material thus obtained was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53%). TLC Info: (9.0/1.0 Petroleum ether/EtOAc). 1H NMR (400 MHz, CDCl3) delta 10.14 (s, 1H), 9.07 (d, J=1.5 Hz, 1H), 8.63 (d, J=1.4 Hz, 1H), and 2.70 (s, 3H). LCMS (ESI positive ion) m/z: 123 (M+H)+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 5-methylpyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEDLEY, Simon J.; HOUZE, Jonathan; JUDD, Ted C.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YEH, Wen-Chen; (415 pag.)US2017/320860; (2017); A1;,
Pyrazine – Wikipedia,
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