Extended knowledge of 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,951626-91-8, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 951626-91-8, 5-Bromo-3-chloro-1H-pyrrolo[2,3-b]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 951626-91-8, blongs to pyridine-derivatives compound. Recommanded Product: 951626-91-8

Step 1: 3-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3-b]pyridine To a solution of 5-bromo-3-chloro-lH-pyrrolo[2,3-b]pyridine (1.0 g, 4.32mmol) in 1,4-dioxane (20 mL) was added 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (1.32 g, 5.18 mmol), potassium acetate (1.27 g, 12.96 mmol) and l,l’-bis(diphenylphosphino)ferrocene- palladium(II)dichloride (315 mg, 0.43 mmol). The reaction mixture was purged with nitrogen for 2 min and heated to 100 C for 2 h and subsequently concentrated to dryness in vacuo. The resulting viscous mass was diluted with water and extracted with ethyl acetate (2 x 50 mL). The combined organic layers were dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 30% ethyl acetate in petroleum ether ) affording 3-chloro-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-lH-pyrrolo[2,3- bjpyridine (770 mg, 64%): lU NMR (400 MHz, Chloroform-d) delta 11.61 (s, 1H), 8.76 (s, 1H), 8.45 (s, 1H), 7.33 (s, 1H), 1.40 (s, 12H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,951626-91-8, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem