Research on new synthetic routes about 3-Fluoro-4-methoxyaniline

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Fluoro-4-methoxyaniline, and friends who are interested can also refer to it.

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 366-99-4 name is 3-Fluoro-4-methoxyaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 366-99-4

To a stirred suspension of isatoic anhydride (1.63 g, 10 mmol) in 15 mL dioxane at room temperature 111-03-PCT – P2338R1 – 02120.004WO1100 under nitrogen was added powdered sodium hydroxide (40 mg, 1 mmol) followed by 3-fluoro-4- methoxyaniline (1.41 g, 10 mmol). The mixture was immersed in a room temperature oil bath and slowly heated to reflux. Carbon dioxide gas evolution was evident. After stirring at reflux for 2 hours, the reaction was cooled to room temperature and inorganics were filtered off with dioxane. The filtrate was concentrated to dryness to a brown solid. The crude product was dissolved in a minimum of hot 95% EtOH and with cooling, crystals formed. The crystals were filtered off and rinsed with a minimum of ice cold 95% EtOH to give a tan solid (1.0 g, 39%). 1H -NMR (400 MHz, CDCl3) delta 7.66 (br s, IH), 7.50 (dd, IH), 7.44 (dd, IH), 7.26 (m, IH), 7.17 (m, IH), 6.95 (m, IH), 6.71 (m, 2H), 5.50 (br s, 2H), 3.89 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Fluoro-4-methoxyaniline, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; WO2007/146824; (2007); A2;,
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