Adding a certain compound to certain chemical reactions, such as: 1034921-05-5, Methyl 4-chloro-3-fluoropicolinate, 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, Safety of Methyl 4-chloro-3-fluoropicolinate, blongs to pyridine-derivatives compound. Safety of Methyl 4-chloro-3-fluoropicolinate
A. Synthesis of 3-fluoro-4-(2-(4-methylpyridin-2-ylamino)thiazol-5-ylthio)picolinic acid To a suspension of N-(4-methylpyridin-2-yl)-5-thiocyanatothiazol-2-amine (3.4 g, 13.69 mmol, described in the synthesis of thiocyanates, Example C) in methanol (150 mL, previously bubbled with argon) was added dithiothreitol (3.70 g, 23.96 mmol). The reaction was stirred at 23 C. for 10 minutes, then methyl 4-chloro-3-fluoropicolinate (2.27 g, 11.98 mmol) was added followed by an aqueous solution of NaOH (1N, 12 mL, 11.98 mmol). The resulting reaction mixture was stirred for 1 hour, then concentrated to about one-fourth of the volume. The mixture was then diluted with water (200 mL) and neutralized with ammonium chloride. The resulting solid was collected by filtration and vacuum dried to give the crude title material (5.7 g) as a solid. This solid was purified on silica gel Biotage chromatography (ethyl acetate) to give the title material (3.01 g, 70%) as a solid. 1H NMR of the compound showed contamination with dithiothreitol. The compound was used as such in the next reaction. The solid was dissolved in THF (100 mL) and the solution was treated with aqueous sodium hydroxide (1N, 12 mL, 11.95 mmol). The reaction was stirred at 23 C. for 2 hours, then diluted with water and neutralized with 1N aq. HCl. The mixture was concentrated to remove THF and the resulting off-white solid was collected by filtration and vacuum dried to give the title material (1.86 g, 64%) as a solid. 1H NMR (400 MHz, DMSO-d6) delta ppm: 2.31 (3H, s), 6.67-6.73 (1H, m), 6.84 (1H, d, J=4.55 Hz), 6.92 (1H, s), 7.74-7.78 (1H, m), 8.04 (1H, d, J=4.29 Hz), 8.17 (1H, t, J=4.55 Hz).
The synthetic route of 1034921-05-5 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; US2010/48581; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem