Application of 5521-58-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5521-58-4 name is 5-Methylpyrazin-2-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
2-amino-5-methylpyrazine (Anichem LLC, Northbrunswick, NJ) (48.2 mg, 0.44 mM) was weighed into an 8 dram Arqule vial and stirred in anhydrous toluene (0.5 mL). Trimethylaluminum solution (0.23 mL, 2.0M in toluene) was added, and the reaction was sealed and stirred at room temperature for 45 minutes. A 1 mL aliquot of dichloroethane was added to 63 mg (0.21 mmol) of Intermediate l-10h, the reaction was sealed and stirred at 80C. The reaction was cooled, and the residue was diluted with dichloromethane and 0.5 M Rochelle salt, shaken, and allowed to stand for 90 minutes. The mixture was filtered through an Autovial filter to remove insoluble material. The organic layer was filtered through an Alltech filter and dried under nitrogen. Chromatographic (column: Phenomenex Luna (2) C18, 150×4.6mm, 5mu (21.2x150mm 5mu), gradient 0.1 % formic acid in water and 0.1 % formic acid in acetonitrile (5 to 95%) purification of the crude product to afford the title compound. 1H NMR (400 MHz, CDCI3) delta 9.38 (1 H), 9.05 (1 H), 8.06 (1 H), 7.70 (1 H), 7.50 (1 H), 4.92 (1 H), 3.89-3.94 (2 H), 3.27-3.33 (2 H), 2.53 (3 H), 2.04-2.18 (2 H), 1.33-1.62 (5 H); m/z 384.2 (M+H)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methylpyrazin-2-amine, and friends who are interested can also refer to it.
Reference:
Patent; PFIZER INC.; BENBOW, John William; LOU, Jihong; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/29461; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem