Adding a certain compound to certain chemical reactions, such as: 22620-27-5, 5-Chloronicotinic acid, 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, Recommanded Product: 22620-27-5, blongs to pyridine-derivatives compound. Recommanded Product: 22620-27-5
EXAMPLE 7; 2-Amino-4-(5-chloro-pyridin-3-yl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene; a) 5-Chloro-pyridine-3-carbaldehyde:; To a solution of oxalyl chloride (2.0 M solution in CH2Cl2, 30.0 mL, 60.0 mmol) in anhydrous CH2Cl2 (20.0 mL) cooled at 0 C., was added anhydrous DMF (3.0 mL, 38 mmol) dropwise, resulting in a white precipitate. The ice bath was removed and the white suspension was allowed to warm to room temperature. The white precipitate was filtered and collected on a sintered glass funnel. To a suspension of the above white precipitate (0.487 g, 3.81 mmol) in anhydrous acetonitrile (5.86 mL) and anhydrous THF (11.91 mL) at -55 C. was added pyridine (0.043 mL, 0.53 mmol) and 5-chloronicotinic acid (0.200 g, 1.27 mmol). The white suspension was warmed to room temperature over the next 3 h and then cooled to -78 C. While maintaining the internal temperature below -70 C., CuI (0.010 g) was added followed by the dropwise addition of LiAlH(t-BuO)3 (1.0 M solution in THF, 0.646 g, 2.54 mmol). The internal temperature was maintained below -70 C. for an additional 0.5 h and then the reaction was quenched with 2.0 N HCl (3 mL). The suspension was warmed to room temperature and diluted with ethyl acetate (150 mL), dried over Na2SO4, filtered through sintered glass and concentrated to a brown residue. The residue was purified by column chromatography (elution with EtOAC:hexanes, 1:4), and yielded 0.0484 g (27%) of the title compound as a white solid. 1H NMR (CDCl3): 10.11 (s, 1H), 8.95 (d, J=1.93 Hz, 1H), 8.81 (d, J=2.47 Hz, 1H), 8.15 (dd, J=2.47, 1.93 Hz, 1H).
The synthetic route of 22620-27-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Cytovia, Inc.; US2006/104998; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem