40963-62-0

General procedure for the synthesis of 2-(pyridin-3-yl)pyridin-4-amines from 2-chloro-4-aminopyridine and pyridine-3-boronic acid: (ii) Suzuki reaction of aryl halides (aqueous system) Preparation of catalyst stock solution: Catalyst stock solution was prepared using 9-Et-2-SO3HPf-PCy2-HBF4 (13a) following the method of Sonogashira aqueous phase reaction. Cross-coupling reaction: Aryl halides (1 mmol), pyridine-3-boronic acid (1.2 mmol) and K2CO3 (3.2 mmol) were sequentially added to water (4 mL), followed by the addition of the catalyst stock solution and two drops of Labrasol? (octanoyl-hexanoyl poly(ethylene glycol) 8 glycerol ester blends, which are mainly composed of mono- and di- fatty acids of poly(ethylene glycol) (PEG)). ), a mixture of saturated polyethylene glycolized glycerides of mono-, di- and triglycerides of glycerol. The reaction mixture was stirred at the indicated temperature (see Table 8) for 0.5-20 hours (see Table 8). After completion of the reaction, it was cooled to room temperature, the reaction mixture was diluted with ether (15 mL), washed with water (10 mL), the organic phase was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The product was purified by silica gel column chromatography (eluent: cyclohexane/ethyl acetate = 100:2). In addition, the yield can be determined by gas chromatography using hexadecane or diethylene glycol di-n-butyl ether as internal standard.

[1] Chemistry - A European Journal, 2008, vol. 14, # 14, p. 4267 - 4279
[2] Chemistry - A European Journal, 2007, vol. 13, # 9, p. 2701 - 2716
[3] Patent: EP1894938, 2008, A1. Location in patent: Page/Page column 53; 58; 59