Adding a certain compound to certain chemical reactions, such as: 17368-12-6, 2-Chloro-4-hydroxypyridine, 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, Computed Properties of C5H4ClNO, blongs to pyridine-derivatives compound. Computed Properties of C5H4ClNO
Example A2: 2-Chloro-4-hydroxypyridine (0.319 g, 2.460 mmol) was dissolved in DMF ( 1 0 mL) under argon and cooled to – 15 C. Sodium hydride (60%> in mineral oil) (0.148 g, 3.69 mmol) was added slowly and the mixture was stirred for 15 minutes. 5-Chloro-2,4- difluoronitrobenzene (0.5 g, 2.58 mmol) was then added all at once as a solution in DMF (2 mL). The reaction mixture stirred at – 15 C for 1 hour and then additional 5-chloro-2,4- difluoronitrobenzene (0.075g) was added. The mixture stirred at – 15 C for an additional 1 5 hours and was then warmed to room temperature and diluted with ethyl acetate ( 100 mL) and washed with 10% aqueous lithium chloride (3 x 75 mL) and brine (75 mL). The organic layer was dried over magnesium sulfate and evaporated to yield an orange oil, which was then purified by silica gel chromatography (0 to 30% ethyl acetate/hexane) to give 2-chloro-4-(2-chloro-5- fluoro-4-nitrophenoxy)pyridine (0.64g, 86%yield) as a light yellow oil. 1H NMR (400MHz, DMSO-i/6): delta 8.57 (dd, 1 H), 8.36 (dd, 1 H), 7.87 (dd, 1 H), 7.32 (dd, 1 H), 7.19 (m, 1 H); MS (ESI) m/z: 303.0 (M+H+).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,17368-12-6, 2-Chloro-4-hydroxypyridine, and friends who are interested can also refer to it.
Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2011/137342; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem