The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 74115-13-2, name is 5-Bromo-3-pyridinol. This compound has unique chemical properties. The synthetic route is as follows. 74115-13-2
Di-tert-butyl dicarbonate (4.3 g, 19.7 mmol) was added to a cold (O0C) mixture of 2-(S)- pyrrolidinemethanol 4 (2 g, 19.7 mmol) and triethylamine (2.8 mL, 20 mmol). After the mixture was stirred at room temperature for 30 min, 20 mL of dichloromethane were added and washed with saturated NaHCCbeta (2 x 20 mL) and water (1 x 20 mL). The organic layer was dried (MgSO4), filtered, and concentrated to provide l-BOC-2-(S)-pyrrolidinemethanol 5 (3.5 g, 88%) in >95% purity (MS, m/z, 224 (65%, [M+Na]+). Diethyl azodicarboxylate (DEAD) (1.8 mL, 12 mmol) was added to a solution of triphenylphosphine (3.1 g, 12 mmol) in anhydrous tetrahydrofuran (THF) (30 mL) at O0C, and the mixture was stirred for 30 min. A solution of l-BOC-2-(S)-pyrrolidinemethanol (5) (2 g, 10 mmol) in 5 mL THF and 3- bromo-5-hydroxypyridine (3) (2 g, 11.4 mmol) in 5 mL THF was added at O0C. The reaction mixture was allowed to stand at room temperature for 24 h. The solvent was removed by rotary evaporation and the residue was dissolved in dichloromethane (100 mL) and washed with saturated NaHCO3 (50 mL) and water (3 x 50 mL). The organic solution was dried over anhydrous MgSO4, filtered, and concentrated to oil. The crude oil was purified by silica column chromatography (hexane/ethyl acetate, 1 :1) to afford the title compound 6 (1.56 g, 44%). NMR: (CDC13, 500 MHz) -ppm: 8.26 (dd, 2H, J = 15, 1.8 Hz), 7.37 (t,lH, J = 2.4 Hz), 3.92 (dm, 2H, J = 34.7 Hz), 3.54 (m, IH), 3.01 (m, 2H), 1.93 (m, 2H), 1.79 (m, 2H), 1.65 (s, 9H). MS, m/z, 379, 381 (5%, [M+Na]+).
Statistics shows that 74115-13-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-pyridinol.
Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; WO2006/86068; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem