In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 96797-15-8 as follows. 96797-15-8
A. 5- (LH-IMIDAZOL-4-YL)-2-CHLORO-PYRIDINE. To a solution OF 4-IODO-1- TRITYL-LH-IMIDAZOLE (72.8 g, 166 mmoles) in THF (400 ml) at room temperature was added ethylmagnesium bromide (200 ml, 200 mmoles) under dry conditions. After stirring for 90 minutes, zinc chloride (27.2 g, 200 mmoles) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis (triphenylphosphine) palladium (20 g, 16.6 mmoles) and 5-bromo-2-chloropyridine (38. 48 g, 200 mmoles) were added to the reaction mixture. Following that, the reaction mixture was heated in a 70C oil bath overnight. Upon cooling, the reaction was diluted with dichloromethane (1 L) and washed with a 30% NaOH solution containing an added 40 g of EDTA (3x 400 ml), with NACI (sat. ) (300 ml), dried over MGS04, filtered, and concentrated. To the crude material was added dichloromethane (600 ml) and trifluoroactetic acid (180 ml). After standing for 1 hour, the reaction was concentrated and pumped on overnight. To the resulting oily tar was added 1M HCl (100 ml) and the mixture was sonicated for 30 minutes and than filtered. The aqueous filtrate was washed with diethyl ether (400 ml). The ether layer was back extracted with 1 M HCL (2x 20 ml). The combined aqueous layers were washed with diethyl ether (2x 200 ml). The aqueous layer was cooled in an ice bath and the pH was adjusted by addition of a 30% NaOH solution until the pH was around 9-10. The resulting solid was filtered, rinsed with cold water (20 ml), rinsed with diethyl ether (20 ml), and pumped on yielding 5- (LH-IMIDAZOL-4-YL)-2-CHLORO-PYRIDINE (12.90 g, 43%). MH+ (180)
According to the analysis of related databases, 96797-15-8, the application of this compound in the production field has become more and more popular.
Reference:
Patent; CHIRON CORPORATION; WO2004/96822; (2004); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem