Adding a certain compound to certain chemical reactions, such as: 1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, 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, Formula: C6H6BrNO, blongs to pyridine-derivatives compound. Formula: C6H6BrNO
To a mixture of 2-bromo-5-hydroxy-3-picoline (2.18 g, 11.59 mmol), TEA (19.39 mL, 139 mmol), and MeOH (30 mL, 740 mmol) in a 250 mL pressure tube was added 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (335 mg, 0.58 mmol) and palladium (II) acetate (65 mg, 0.29 mmol). The mixture was evacuated-purged with CO gas (balloon) 3- times. The valves were closed and the mixture was heated at 70 C for 24 h. The mixture was filtered through a pad of Celite filter aid. The Celite filter aid was washed with MeOH. The filtrate was concentrated in vacuo and dissolved in DCM (50 mL). The organic solution was washed with saturated NaHCO3 (30 mL). The aqueous layer was saturated with NaCl and extracted with 2% IPA in CHCl3 (3 x 20 mL). The combined organic layers were dried over Na2SO4 and concentrated in vacuo. The crude was purified by silica gel chromatography using 1 -5% MeOH in DCM to give the product as an off- white solid (1.65 g, 85%). LCMS (ESI, pos.) 168.0 (M+1 )+. 1H NMR (400 MHz, DMSO-d6) delta 10.57 (br. s., 1 H), 8.02 (d, J=2.54 Hz, 1 H), 7.08 (d, J=2.15 Hz, 1 H), 3.79 (s, 3H), 2.44 (s, 3H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,1003711-43-0, 2-Bromo-5-hydroxy-3-methylpyridine, and friends who are interested can also refer to it.
Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; AMEGADZIE, Albert; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Jian J.; CHENG, Yuan; FROHN, Michael J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; LIU, Longbin; LIU, Qingyian; LOW, Jonathan D.; MA, Vu Van; MANNING, James; MINATTI, Ana Elena; NGUYEN, Thomas T.; NISHMURA, Nobuko; NORMAN, Mark H.; PETTUS, Liping H.; PICKRELL, Alexander J.; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; SIEGMUND, Aaron C.; STEC, Markian M.; WHITE, Ryan; XUE, Qiufen; (759 pag.)WO2016/22724; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem