In 2019,Organic Process Research & Development included an article by Remarchuk, Travis; Angelaud, Remy; Askin, David; Kumar, Archana; Thompson, Andrew S.; Cheng, Hua; Reichwein, John F.; Chen, Yanping; St-Jean, Frederic. Reference of 4-Bromo-2-fluorobenzonitrile. The article was titled 《Manufacture of the PI3K β-Sparing Inhibitor Taselisib. Part 1: Early-Stage Development Routes to the Bromobenzoxazepine Core》. The information in the text is summarized as follows:
Two convergent regioselective routes for the synthesis of the tetracyclic imidazobenzoxazepine triazole I, a key intermediate toward the synthesis of taselisib, are described. In the first-generation route, a chemoselective Negishi cross-coupling reaction was developed between iodoimidazole II and 1-isopropyl-3-methyl-1H-1,2,4-triazole, which enabled the delivery of initial kilogram quantities of I. Because of the inefficiencies in the preparation of the imidazole II, a second-generation route via a highly regioselective imidazole ring formation between α-chloroketone III and aryl amidine IV was developed. The resulting imidazole V provided the handle to efficiently install the seven-membered benzoxazepine ring system in one pot with two-step N-alkylation and SNAr tandem reactions. The experimental process involved the reaction of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Reference of 4-Bromo-2-fluorobenzonitrile)
4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Reference of 4-Bromo-2-fluorobenzonitrile 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts