Application of 622392-04-5,Some common heterocyclic compound, 622392-04-5, name is 2-Bromo-5-iodopyrazine, molecular formula is C4H2BrIN2, 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.
2-Bromo-5-iodopyrazine (284.9 mg, 1 mmol), lH-imidazole (64.7 mg, 0.95 mmol), toluene (10 mL), and K2CO3 (345.5 mg, 2.5 mmol), Cul (19.0 mg, 0.1 mmol), trans-N,N’- dimethylcyclohexane-l, 2-diamine (0.032 mL, 0.2 mmol) were heated at 100 C overnight. The reaction mixture was then partitioned between H20 and ethyl acetate. The organic layer was dried over MgSCL, filtered, and concentrated under vacuum. Purification by silica gel chromatography (ethyl acetate in hexane, 0-100%), yielded 2-(lH-imidazol-l-yl)-5-iodopyrazine (219.7 mg, 85%) as an off-white solid which contains a small amount of inseparable byproduct 2-(lH-imidazol-l- yl)-5-bromopyrazine. LC-MS 273.1 [M+H]+, RT 0.74 min.
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-5-iodopyrazine, its application will become more common.
Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; BHATTACHARYYA, Anuradha; JIANG, Yao; KARP, Gary, Mitchell; NARASIMHAN, Jana; TURPOFF, Anthony; ZHANG, Nanjing; (0 pag.)WO2020/5882; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem