Adding a certain compound to certain chemical reactions, such as: 86873-60-1, 5-Chloro-2-picolinic 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, Application In Synthesis of 5-Chloro-2-picolinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Chloro-2-picolinic acid
Triethylamine (98 pL, 0.70 mmol) was added to a mixture of 5-chloropyridine-2- carboxylic acid (44.6 mg, 0.283 mmol) in ethyl acetate (5 mL). The resulting solution was treated with 2,4,6-tripropyl-1 ,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% solution in ethyl acetate; 0.169 mL, 0.284 mmol), and the reaction mixture was heatedat 65 C for 20 minutes, whereupon P5 (100 mg, 0.177 mmol) was added and stirring was continued for 16 hours at 65 C. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (100 mL) and washed sequentially with water (2 x 150 mL), saturated aqueous sodium bicarbonate solution (250 mL), and saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was dissolved in dichloromethane (3 mL) and treated with trifluoroacetic acid (0.68 mL, 8.8 mmol). After the reaction mixture hadstirred at room temperature for 16 hours, dichloromethane (100 mL) was added, and the resulting solution was treated with saturated aqueous sodium bicarbonate solution (350 mL). The organic layer was washed with saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. Chromatography on silica gel (Gradient: 0% to 100% ethyl acetate in heptane) affordedthe product as a yellow solid. Yield: 61.2 mg, 0.110 mmol, 62%. 1H NMR (400 MHz, CDCI3) oe 10.42 (br s, 1H), 8.60 (dd, J=2.4, 0.6 Hz, 1H), 8.25 (dd, J=8.4, 0.6 Hz, 1H), 8.17-8.05 (m, 2H), 7.91 (dd, J=8.3, 2.4 Hz, 1H), 7.78 (5, 1H), 7.57-7.51 (m, 1H), 7.46 (br dd, J=7.7, 7.0 Hz, 2H), 3.85 (AB quartet, JAB=11.9 Hz, IIVAB=8O.9 Hz, 2H), 3.22 (dd, J=12.9, 4.1 Hz, 1H), 3.09-3.00 (m, 1H), 2.61 (dd, J=13.1, 2.7 Hz, 1H), 2.32-1.97 (m,5H), 1.95-1.82(m, 2H), 1.77-1.64(m, 1H).
The synthetic route of 86873-60-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; BUTLER, Christopher Ryan; ZHANG, Lei; O’NEILL, Brian Thomas; VERHOEST, Patrick Robert; MIKOCHIK, Peter Justin; MURRAY, John Charles; HOU, Xinjun; (161 pag.)WO2017/51276; (2017); A1;,
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