Electric Literature of 850663-54-6, 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. 850663-54-6, name is 4-Chloro-5-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.
Diisopropyl azodicarboxylate (9.87 mL, 50.13 mmol) was added to a stirred solution of 4- chloro-5-nitropyridin-2-ol (intermediate 156) (7 g, 40.10 mmol) and triphenylphosphine (15.78 g, 60.16 mmol) in THF (180 mL) under nitrogen. The reaction mixture was stirred at ambient temperature for 10 minutes and then (lr,4r)-methyl 4- hydroxycyclohexanecarboxylate (6.34 g, 40.10 mmol) in THF (45 mL) was added and the resulting solution was stirred at ambient temperature over the weekend. The reaction mixture was evaporated and the residue was purified by flash silica chromatography, elution gradient 0 to 20% EtOAc in isohexane. Yielded (ls,4s)-methyl 4-(4-chloro-5- nitropyridin-2-yloxy)cyclohexanecarboxylate (2.86 g, 22.66 %). 1H NMR (400 MHz, DMSO) delta 1.70 – 1.87 (8H, m), 3.61 (3H, s), 5.28 (IH, d), 7.30 (IH, s), 8.96 (IH, s). IH obscured by DMSO peak. No mass ion.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.
Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/24821; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem