Reference of 54013-07-9, 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. 54013-07-9 name is 5-Methoxypyrazin-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.
Example 1AX; Preparation of 2-ethyl-N-(5-methoxypyrazin-2-yl)-4-f4- (methylsulfonyl)phenoxyl-2H-indazole-6-carboxamide (1AX): To a solution of 5-methoxypyrazin-2-annine (167 mg, 1.34 mmol) in dry dichloroethane (2.0 ml_) was added dimethylaluminum chloride (2.67 ml_, 2.67 mmol) slowly at O0C under nitrogen. After addition, the mixture was stirred for 1 hour at room temperature and then added methyl 2-ethyl-4-(4- (methylsulfonyl)phenoxy)-2H-indazole-6-carboxylate (1-1 f-7,100.0 mg, 0.267 mmol). Then the mixture was heated to 60-700C overnight. The reaction mixture was cooled to room temperature, poured into potassium sodium tartrate (aq., 10 ml_), and extracted with ethyl acetate (10 ml_ 3 times). The combined organic layers were dried and concentrated under reduced pressure and purified by preparative HPLC to afford the title compound (1AX, 20.0 mg, yield: 16%) as a white solid.1H NMR (400 MHz, DMSO-d6): delta 1.46-1.49 (t, 3H), 3.15 (s, 3H), 3.88 (s, 3H), 4.43-4.49 (q, 2H), 7.20 (s, 1 H), 7.17-7.31 (d, 2H), 7.91 -7.93(d, 2H), 8.15(s, 1 H), 8.32(s, 1 H), 8.44 (s, 1 H), 8.88 (s, 1 H), 10.97 (s, 1 H). MS (M+1 ): 468.2.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methoxypyrazin-2-amine, and friends who are interested can also refer to it.
Reference:
Patent; PFIZER INC.; CORBETT, Jeffrey Wayne; GUZMAN-PEREZ, Angel; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/103438; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem