Synthetic Route of 58534-95-5, These common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, 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.
Copper(I) iodide (1.002 g, 5.26 mmol) was added in one portion to 3-bromo-2-fluoroaniline (5 g, 26.31 mmol), N1,N2-dimethylethane-1,2-diamine (0.464 g, 5.26 mmol) and sodium iodide (7.89 g, 52.63 mmol) in 1,4-dioxane (10 mL) at 25 C over a period of 1 minute under nitrogen. The resulting suspension was stirred at 110 C for 1 day. The reaction mixture was filtered through celite and concentrated in vacuo. The crude product was purified by flash silica chromatography using a gradient 5 – 30 % EtOAc in petroleumether as mobile phase. Pure fractions were evaporated in vacuo to afford 2-fluoro-3- iodoaniline (5.00 g, 80 %) as a brown oil.?H NMR (400 MHz, DMSO-d6) 5 5.32 (bs, 2H), 6.59 – 6.83 (m, 2H), 6.83 – 6.93 (m, 1H). m/z (ES+), [M+H] 238.
Statistics shows that 3-Bromo-2-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 58534-95-5.
Reference:
Patent; ASTRAZENECA AB; NILSSON, Karl, Magnus; ASTRAND, Annika, Birgitta, Margareta; BERGGREN, Anna, Ingrid, Kristina; JOHANSSON, Johan, R.; LEPISTOe, Matti, Juhani; KAWATKAR, Sameer, Pralhad; SU, Qibin; KETTLE, Jason, Grant; (143 pag.)WO2018/134213; (2018); A1;,
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