Application of 56809-84-8, 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. 56809-84-8, name is 3,4-Dichloro-5-nitropyridine. A new synthetic method of this compound is introduced below.
To a solution of NaH (60% in mineral oil, 1.33 g, 33.42 mmol) in DMF (40 mL) at 0 C was added dropwise tert-butyl methyl malonate (5.65 mL, 33.42 mmol) in DMF (10 mL). The mixture was stirred at ft for 30 mm., then 3,4-dichloro-5-nitropyridmne (commercial, 4.3 g, 22.28 mmol) in DMF (10 mL) was added dropwise at 0 C. The reaction mixture was stirred at rt for 6 h, then acidified to pH 3 with a 2N aqueous solution of HCI. The reaction mixture was poured onto ice water and the compound was extracted in Et20. The organic layer was dried over Na2SO4, filtered and concentrated under reduced pressure. The residue waspurified by column chromatography using 20% EtOAc in hexanes to afford 3.83 g of tertbutyl methyl (3-chloro-5-nitropyridin-4-yl)propanedioate a4 as pale yellow solid.Yield: 52%.1H NMR (400 MHz, CDCI3) 6 9.15 (s, 1H), 8.88 (s, 1H), 5.37 – 5.51 (m, 1H), 3.79 (s, 3H),1.46 (s, 9H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,56809-84-8, 3,4-Dichloro-5-nitropyridine, and friends who are interested can also refer to it.
Reference:
Patent; UCB BIOPHARMA SPRL; SKOLC, David; ATES, Ali; JNOFF, Eric; VALADE, Anne; (99 pag.)WO2016/55482; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem