Reference of 19524-06-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 19524-06-2, name is 4-Bromopyridine hydrochloride. A new synthetic method of this compound is introduced below.
Zinc bromide (502 g, 2.23 mole) was added in approximately 100 g portions to 2.0 L of tetrahydrofuran cooled to between 0 and 10°C. To this cooled solution was added 4- bromopyridine hydrochloride (200 g, 1.02 mol), triphenylphosphine (54 g, 0.206 mol), and palladium (II) chloride (9.00 g, 0.0508 mol). Triethylamine (813 g, 8.03 mol) was then added at a rate to maintain the reaction temperature at less than 10°C, and finally trimethylsilylacetylene (202 g, 2.05 mol) was added. The mixture was heated to 60°C for 4.5 hours. The reaction was cooled to -5°C and combined with 2.0 L of hexanes and treated with 2 L of 7.4 M NH4OH. Some solids were formed and were removed as much as possible with the aqueous phase. The organic phase was again washed with 2.0 L of 7.4 M NH4OH, followed by 2 washes with 500 mL of water, neutralized with 1.7 L of 3 M hydrochloric acid, dried with sodium sulfate, and concentrate to a thick slurry. The slurry was combined with 1.0 L of hexanes to give a precipitate. The precipitate was removed by filtration and the filtrate was concentrated to 209 g of dark oil. The product was purified by distillation (0.2 torr, 68°C) to give 172 g (96percent) of Compound (VI) as colorless oil. Analytical data: NMR (500 MHz, DMDO-de) delta 8.57 (2 H), 7.40 (2 H), 0.23 (9 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,19524-06-2, its application will become more common.
Reference:
Patent; ELI LILLY AND COMPANY; KOPACH, Michael, E.; WILSON, Thomas, Michael; KOBIERSKI, Michael, Edward; (35 pag.)WO2017/31215; (2017); A1;,
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