Adding a certain compound to certain chemical reactions, such as: 49674-15-9, name is 3-Bromo-5-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 49674-15-9, HPLC of Formula: C7H3BrN2O2
General procedure: To a solution of 6 (500 mg, 2.64 mmol) in 10 mL of DMF was successively added Et3N (1.47 mL, 10.56 mmol), 9a (600 mg, 2.64 mmol), CuI (50 mg, 0.26 mmol), and trans-dichlorobis(triphenylphosphine)palladium (184 mg, 0.26 mmol). The resulting solution was warmed to 60 oC, and TBAF 1M in THF (2.9 ml, 2.90mmol) was added dropwise. After 2h at this temperature the mixture was hydrolyzed with 50 mL of H2O and, extracted with AcOEt (4 X 30 mL). The organic layer was washed with saturated NaCl (3 X 30 mL), dry over anhydrous Na2SO4, and concentrated on a rotary evaporator. Purification of the residue by column chromatography (hexane/AcOEt 8/2) yielded 473 mg (68 %) of 2a as an off white solid.1H NMR (CDCl3), d = 2.50 (s, 3H, CH3); 7.13 (d, 1H, J=7.6 Hz, CHAr); 7.32 (d, 1H, J=7.6 Hz, CHAr); 7.56 (t, 1H, J=7.6 Hz, CHAr); 8.04 (t, 1H, J=1.6 Hz, CHAr); 8.35 (t, 1H, J=1.6 Hz, CHAr); 8.52 (t, 1H, J=1.6 Hz, CHAr). 13C NMR (CDCl3), d = 24.5 (1C, CH3); 83.4 (1C, C?C); 93.6 (1C, C?C); 114.4 (1C, Cq); 115.9 (1C, Cq); 124.4 (1C, CHAr); 124.9 (1C, CHAr); 126.1 (1C, Cq); 126.4 (1C, CHAr); 130.3 (1C, CHAr); 136.7 (1C, CHAr); 140.1 (1C, CHAr); 140.7 (1C, Cq); 148.1 (1C, Cq); 159.5 (1C, Cq). Anal (C15H9N3O2, HCl) C, H, N.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-Bromo-5-nitrobenzonitrile, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Alagille, David; Dacosta, Herve; Chen, Yelin; Hemstapat, Kamondanai; Rodriguez, Alice; Baldwin, Ronald M.; Conn, Jeffrey P.; Tamagnan, Gilles D.; Bioorganic and Medicinal Chemistry Letters; vol. 21; 11; (2011); p. 3243 – 3247;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts