The origin of a common compound about 2-Fluoro-3-nitropyridine

According to the analysis of related databases, 1480-87-1, the application of this compound in the production field has become more and more popular.

Reference of 1480-87-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1480-87-1, name is 2-Fluoro-3-nitropyridine, molecular formula is C5H3FN2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Diethyl 2-fluoromalonate (1, 1.07 g, 6.0 mmol) in DMF (5 mL) was added dropwise to a suspension of sodium hydride (0.32 g, 8.0 mmol, 60% in mineral oil) in DMF (10 mL) and the mixture was stirred at room temperature for 20 min. Fluoroarene 2 (5.0 mmol) in DMF (10 mL) was added and the mixture was heated to 80 C. The mixture was poured into crushed ice (150 mL), acidified with conc. HCl (5 mL) and extracted with diethyl ether (3 × 30 mL). The organic phase was washed with saturated aq. NaHCO3 solution (25 mL) and saturated brine (2 × 25 mL), dried (Na2SO4) and concentrated to give the crude diester. 1H and 19F NMR analysis confirmed the formation of the intermediate aryl-fluoromalonate 3 (deltaF ~ -150 ppm) which was used in the next step without any further purification.

According to the analysis of related databases, 1480-87-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Harsanyi, Antal; Sandford, Graham; Yufit, Dmitri S.; Howard, Judith A.K.; Beilstein Journal of Organic Chemistry; vol. 10; (2014); p. 1213 – 1219;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem