Continuously updated synthesis method about Methyl 3-amino-6-bromopyrazine-2-carboxylate

According to the analysis of related databases, 6966-01-4, the application of this compound in the production field has become more and more popular.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H6BrN3O2

Methyl 3-amino-6-bromopyrazine-2-carboxylate (10 g,1 eq) was suspended in concentrated H2SO4 (40 mL), andthen, NaNO2 (5.96 g, 2 eq) was added in batches at -5 to0 C, after which the reaction was stirred at 25 C for 2 huntil the solid was all dissolved. Then, the reaction solutionwas poured into ice water (400 mL) and vigorously stirredfor 1.5 h. Afterward, the solution was extracted with ethylacetate (3 9 50 mL). The organic layer was combined andwashed with water (3 9 30 mL). Then, it was dried withanhydrous Na2SO4 for 5 h and filtered to remove the dryingagent. The ethyl acetate was removed by distillation under reduced pressure to obtain methyl 3-hydroxy-6-bromopyrazine-2-carboxylate (9.3 g, 92.7%) (TLC,EA:MeOH = 1:1, v/v, Rf = 0.77).Methyl 3-hydroxy-6-bromopyrazine-2-carboxylate(4)Yield: 92.7%, gray solid, m.p.: 120-122 C (Lit.120.5-121.5 C) (Caldwell et al. 2012). 1H-NMR(400 MHz, DMSO-d6): d 8.40 (s, 1H), 3.85 (s, 3H). 13CNMR(101 MHz, DMSO-d6): d 163.20, 157.11, 143.89,134.81, 122.06, 52.43. MS (EI): m/z = 233.0 (M?, Br79,40), 235.0 (M?, Br81, 40), 202.0 (M?, -OCH3, Br79, 45),204.0 (M?, -OCH3, Br81, 25), 174.0 (M?, -COOCH3,Br79, 100), 176.0 (M?, -COOCH3, Br79, 60).

According to the analysis of related databases, 6966-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Feng-Liang; Li, Cui-Qin; Xiang, Hao-Yue; Feng, Si; Chemical Papers; vol. 71; 11; (2017); p. 2153 – 2158;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem