New downstream synthetic route of 5349-17-7

According to the analysis of related databases, 5349-17-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 5349-17-7, 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 5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide. This compound has unique chemical properties. The synthetic route is as follows.

[0246] 7V-{4-[2-(Dimethylamino)ethoxy]phenyl}-4-(4-pyridinyl)-l,3-thiazol- 2-amine (29). A mixture of bromoketone hydrobromide 1 (0.63 g, 2.25 mmol) and l-(4-(2-(dimethylamino)ethoxy)phenyl)thiourea (28) (0.54 g, 2.25 mmol) in EtOH (20 mL) was stirred at reflux temperature for 2 h. The mixture was cooled to 20 0C, diluted with water (50 mL), the pH adjusted to ca. 8 with aqueous NH3 and the mixture stirred at 0 0C for 1 h. The precipitate was filtered, washed with water (5 mL), and dried. The crude solid was purified by column chromatography, eluting with a gradient (0-20%) of MeOH/EtOAc, followed by 1% aqueous NH3/MeOH/EtOAc, to give amine 29 (447 mg, 58%) as a an oil: 1H NMR delta 10.13 (s, 1 H, NH), 8.60 (dd, J= 4.5, 1.6 Hz, 2 H, H-2′, H-6′), 7.83 (dd, J= 4.5, 1.6 Hz, 2 H, H-3′, H-5′), 7.59-7.64 (m, 3 H, H-5, H-2″, H-6″), 6.95 (ddd, J= 9.0, 3.5, 2.2 Hz, 2 H, H-3″, H-5″), 4.02 (br t, J= 5.9 Hz, 2 H, CH2O), 2.61 (br t, J= 5.9 Hz, 2 H, CH2N), 2.22 [s, 6 H, N(CH3)3]; 13C NMR delta 164.0, 153.4, 150.0 (2), 147.6, 141.0, 134.4, 119.8 (2), 118.7 (2), 114.8 (2), 106.6, 66.0, 57.6, 45.4 (2); MS m/z341.5 (MH+, 100%).

According to the analysis of related databases, 5349-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; AUCKLAND UNISERVICES LIMITED; WO2009/114552; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem