Analyzing the synthesis route of 5-Bromo-3-methyl-1H-pyrazolo[3,4-c]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929617-30-1, its application will become more common.

Electric Literature of 929617-30-1 ,Some common heterocyclic compound, 929617-30-1, molecular formula is C7H6BrN3, 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.

Under nitrogen protection, to 6 mL of dioxane was added 5-bromo-3-methyl-lH- pyrazolo[3,4-c]pyridine from Example 102 (0.21 g, 1 mmol), 3-fluorophenylboronic acid (0.28 g, 2 mmol), PdCl2(dppf) (87 mg, 0.1 mmol) and 2 M Na2C03 (2 mmol, 1 mL). The suspension was heated under microwave radiation at 130 C for 1 hour. It was cooled to room temperature and the solvent was removed the solvent. The crude product was purified by SGC(EtO Ac/Petroleum : 1/1) to afford 79 mg (34%) of 122 as a white solid. 1H NMR (400MHz,CDCl3): delta 9.12 (s, 1 H), 7.98 (s, 1 H), 7.75 – 7.82 (m, 2 H), 7.44 – 7.47 (m, 1 H), 7.08 – 7.09 (m, 1 H), 2.67 (s, 3 H). ESI MS m/z = 229 (M+l)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,929617-30-1, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; LEE, Wendy; TSUI, Vickie Hsiao-Wei; WANG, Xiaojing; WEN, Zhaoyang; WO2013/24002; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem