Some common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, 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. Quality Control of 2-Bromo-5-fluoroaniline
2-Bromo-5- fluorobenzenamine (15 g, 78.94 mmol) was weighed into a 100 mL flask and dissolved in 100 mL of 6N HCl. The reaction mixture was heated to reflux, followed by dropwise addition of (E)-but-2-enal (6.87 ml, 83 mmol) mixed with 1.0 mL deionized water over 25 minutes. Following complete addition, the reaction was heated at 100 °C for an additional 35 minutes. The reaction was cooled to ambient temperature, followed by addition of 50 mL of Et2O. The reaction was stirred for 5 minutes followed by removal of Et2O by separatory funnel. ZnCl2 (3.587 g, 26 mmol) was added to the aqueous layer in two portions and the reaction mixture was cooled to 0 0C over 30 minutes. The aqueous layer was then taken to pH 8.0 using concentrated NH4OH. The aqueous layer was then extracted with Et2O and then EtOAc. The combined organic phases were dried over Na2SO4, filtered and concentrated in vacuo, affording the desired product 8-bromo-5-fluoro-2-methylquinoline (18.1 g, 95 percent yield) as a solid.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1003-99-2, its application will become more common.
Reference:
Patent; ARRAY BIOPHARMA INC.; WO2008/121687; (2008); A2;,
Bromide – Wikipedia,
bromide – Wiktionary