Synthetic Route of 50638-46-5, These common heterocyclic compound, 50638-46-5, name is 4-Bromo-3-chloroanisole, 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.
To a solution of 1-bromo-2-chloro-4-methoxybenzene (6.6 g, 30 mmoL) in 1, 4-dioxane (150 mL) was added with 4, 4, 5, 5-tetramethyl-2- (1, 4-dioxaspiro [4.5] dec-7-en-8-yl) -1, 3, 2-dioxaborolane (8 g, 30 mmol) , Pd (dppf)2Cl2(2.2 g, 3 mmol) and Cs2CO3(14.7 g, 45 mmol) and the mixture was heated at 90 overnight. After evaporated the solvent under reduced pressure, the residue was added with water (80 mL) , extracted with ethyl acetate (80 mL) . The organic layer was dried, concentrated and purified by column chromatography (PE: EA=80: 1) to give product as a white solid (6.2 g in 74%yield) .1H NMR (CDCl3) deltaH7.12 (d, J = 12.0 Hz, 1H) , 6.90 (d, J = 1.2 Hz, 1H) , 6.75 (dd, J1=8.0 Hz, J2=4.0 Hz, 1H) , 5.56-5.54 (m, 1H) , 4.04-4.01 (m, 4H) , 3.79 (s, 3H) , 2.55-2.51 (m, 2H) , 2.45-2.42 (m, 2H) , 1.89 (t, J = 6.4 Hz, 2H) . [M+H]+=281.1.
Statistics shows that 4-Bromo-3-chloroanisole is playing an increasingly important role. we look forward to future research findings about 50638-46-5.
Reference:
Patent; BEIGENE, LTD.; WANG, Hexiang; GUO, Yunhang; REN, Bo; WANG, Zhiwei; ZHANG, Guoliang; ZHOU, Changyou; (353 pag.)WO2018/54365; (2018); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics