These common heterocyclic compound, 486424-37-7, name is 3-Amino-6-bromopyrazine-2-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 3-Amino-6-bromopyrazine-2-carboxylic acid
Step 1. Synthesis of tert-butyl (l-(2-(3-amino-6-bromopyrazine-2-carboxamido) pyridin- 3 -y l)piperidin-4-yl)carbamate In a 100 mL round-bottom flask equipped with a magnetic stirrer, a solution of 3-amino- 6-bromopyrazine-2-carboxylic acid (1.044 g, 4.79 mmol), tert- butyl (l-(2-aminopyridin-3- yl)piperidin-4-yl)carbamate (1.4 g, 4.79 mmol), DIPEA (2.091 mL, 11.97 mmol) and HATU (2.185 g, 5.75 mmol) in DMF (15 mL) was stirred at 25 C for 15 hr. The reaction mixture was quenched with 30 mL water and extracted with EtOAc (3 X 20 mL). The ethyl acetate wash was dried over Na2S04 and concentrated. The crude product was purified by silica gel chromatography using ethyl acetate and heptane which gave 3-amino-N-(3-(4-aminopiperidin-l- yl)pyridin-2-yl)-6-bromopyrazine-2-carboxamide (1.76 g, 3.57 mmol) in 74 % yield. LC-MS (acidic method): : ret.time= 1.17 min, M+H = 492.3.
The synthetic route of 3-Amino-6-bromopyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVARTIS AG; LUZZIO, Michael Joseph; PAPILLON, Julien; VISSER, Michael Scott; (213 pag.)WO2016/20864; (2016); A1;,
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