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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives
Tert-butyl 4-((2-chloropyridin-4-yl)oxy)piperidine-1-carboxylate (X22) To a solution of DEAD (97.4 mg, 0.56 mmol, 1.5 eq.) and PPh3 (146.6 mg, 0.56 mmol, 1.5 eq.) in THE (4 mL) at room temperature was added 1-Boc-4-hydroxypiperidine (75 mg, 0.37 mmol, 1.0 eq.). After 10 min, 2-chloro-4-hydroxypyridine (72.4 mg, 0.56 mmol, 1.5 eq.) was added and the reaction was heated to 50 C. The reaction was monitored via LCMS and after 12 h, the reaction was filtered through a syringe filter. The solvent was removed under vacuum. The crude residue was dissolved in DMSO (3 mL) and purified by Gilson HPLC (30*100 mm, 40-100% MeCN/H2O w/ 0.1% TFA). The desired fractions were concentrated to afford tert-butyl 4-((2-chloropyridin-4-yl)oxy)piperidine-1-carboxylate. ES-MS [M+1]+: 313.2.
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; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Bollinger, Sean; Tarr, James C.; Spearing, Paul; Engers, Julie L.; Long, Madeline; Bridges, Thomas M.; (151 pag.)US2017/369505; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem