Adding a certain compound to certain chemical reactions, such as: 1009-35-4, name is 4-Fluoro-3-nitrobenzonitrile, belongs to nitriles-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1009-35-4, HPLC of Formula: C7H3FN2O2
The intermediate E lot used in this Example existed as ~3: 1 S:R mixture of phenyl chirality. To a vial charged with (S)-3-((lr,4S)-4-aminocyclohexyl)-5,5- dimethyl-4-phenyloxazolidin-2-one (0.150 g, 0.520 mmol) were added ACN (1.734 mL), TEA (0.145 mL, 1.040 mmol) and 4-fluoro-3-nitrobenzonitrile (commercially available from Alfa Aesar, Ward Hill, MA) (0.086 g, 0.520 mmol) respectively. The resulting orange solution was shaken at 80°C overnight. The resulting mixture was dried under reduced pressure and the material thus obtained was purified with a 25 g SNAP column ramping EtOAc in heptane from 0 – 100percent with 10percent DCM throughout providing 4-(((l S,4r)-4-((S)-5,5-dimethyl-2-oxo-4-phenyloxazolidin-3- yl)cyclohexyl)amino)-3-nitrobenzonitrile (0.172 g, 0.396 mmol, 76 percent yield) as a yellow solid. H NMR (400 MHz, CDC13) delta = 8.47 (d, J= 2.0 Hz, 1 H), 8.25 (d, J= 7.4 Hz, 1 H), 7.58 – 7.51 (m, 1 H), 7.47 – 7.28 (m, 4 H), 7.14 (br. s., 1 H), 6.85 (d, J = 9.2 Hz, 1 H), 4.39 (s, 1 H), 3.50 – 3.33 (m, 2 H), 2.24 – 2.06 (m, 3 H), 2.02 – 1.93 (m, 1 H), 1.90 – 1.79 (m, 1 H), 1.62 – 1.49 (m, 4 H), 1.47 – 1.26 (m, 2 H), 0.92 (s, 3 H). m/z (ESI) 435.2 (M+H)+.
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Fluoro-3-nitrobenzonitrile, and friends who are interested can also refer to it.