These common heterocyclic compound, 218632-01-0, name is 3-Fluoro-4-nitrobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C7H3FN2O2
Example 7; (5-Cvano-2-nitro-phenyl)-(5-morpholin-4-ylmethyl-pyridin-2-yl)-acetic acid ethyl ester using 3-fluoro-4-nitrobenzonitrile in tetrahydrofuran and toluene; To a solution of (5-Morpholin-4-ylmethyl-pyridin-2-yl)-acetic acid ethyl ester (51.03g, 74.5% w/w%, 143.8mmol; Example 5) in toluene (204.1ml) was added a solution of 3- fluoro-4-nitrobenzonitrile (24.5 g, 151mmol) in tetrahydrofuran (357ml) and the solution was degassed three times with nitrogen and then cooled to -200C. Lithium tert-butoxide solution in tetrahydrofuran (137.ml, 20w/w%, 302mmol) was added dropwise over lhr. After stirring for an additional lhr 20min the reaction mixture was then added to a cold aqueous solution of ammonium chloride (188ml, 4.58M, 6862.7mmol) at 00C. The biphasic mixture was warmed to 300C and Celite (76.5g) added, then filtered. The filter cake was washed twice with toluene (153ml) then the combined filtrate was separated and the organic layer washed twice with water (153ml). The organic layer was concentrated by distillation to give (5-Cyano-2-nitro-phenyl)-(5-morpholin-4-ylmethyl-pyridin-2-yl)-acetic
The synthetic route of 3-Fluoro-4-nitrobenzonitrile has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; WO2008/130312; (2008); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts