Electric Literature of 914452-71-4,Some common heterocyclic compound, 914452-71-4, name is 2-Bromo-6-methylpyrazine, molecular formula is C5H5BrN2, 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.
To the stirred solution of 2-bromo-6-methyl-pyrazine 51-3 (812 11 mg, 4.69 mmol) and methyl J – chloro-4-methyl-piperidine-4-carboxylate 51-2 (1000 mg, 5.16 mmol) in toluene (25 mL) was added cesium carbonate (4.59 g, 14.08 mmol). The reaction was degassed with argon for 10 minutes. Xanthphos (135 80 mg, 234.70 umoi) and Pd2(dba)3 (214 92 mg, 234.70 umoi) were added to the reaction mixture and the reaction mixture was heated at 90C for 16 hours. Reaction mixture was cooled to room temperature and diluted with ethyl acetate and water. Layers were separated and the organic layer was washed with water and brine, dried over sodium sulfate and concentrated under reduced pressure. The crude material was purified by combiflash chromatography (eluting at 2 % methanol in di chi or om ethane) to afford methyl 4-methyl- 1 -(6- methylpyrazin-2-yl)piperi dine-4-carboxyl ate 51-4 (630 mg, 2.53 mmol, 53.83% yield) as brown gum. LC MS: ES+ 250.3.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-6-methylpyrazine, its application will become more common.
Reference:
Patent; C4 THERAPEUTICS, INC.; VEITS, Gesine, Kerstin; HE, Minsheng; HENDERSON, James, A.; NASVESCHUK, Christopher, G.; PHILLIPS, Andrew, J.; GOOD, Andrew, Charles; (471 pag.)WO2019/191112; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem