New downstream synthetic route of 2,6-Dibromo-4-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175422-04-5, its application will become more common.

Application of 175422-04-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 175422-04-5 as follows.

A solution of 2,6-dibromo-4-nitropyridine (5.0 g, 17.74 mmol) in dioxane (100 mL) was treated with DIPEA (6.20 mL, 35.5 mmol), N-benzylethanamine, HC1 (3.65 g, 21.28 mmol) and heated to 100 C in a sealed tube for 18 h. LC-MS indicated completion. The dioxane was concentrated in vacuum, and the residue partitioned between IN HC1 (150 mL) and ethyl acetate (300 mL). The organic layer was separated, dried over Na2S04 and concentrated in vacuo. Purification via flash chromatography gave 1 A (yellow liquid, 5.0 g, 14.87 mmol, 84 % yield). ]H NMR (300MHz, CHLOROFORM-d) d 8.19 (s, 1H), 7.23-7.37 (m, 5H), 7.06 (d, J= 1.5 Hz, 1H), 4.77 (s, 2H), 3.60 (q, J= 7.2 Hz, 2H), 1.20 (t, J= 12 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175422-04-5, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
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