Electric Literature of 104670-74-8, The chemical industry reduces the impact on the environment during synthesis 104670-74-8, name is Methyl 2-amino-3-bromobenzoate, I believe this compound will play a more active role in future production and life.
Example 83: Synthesis of 2-amino-3-[2-(3- hydroxyphenyl)ethynyl]benzoic acid 2-amino-3-[2-(3-hydroxyphenyl)ethynyl]benzoic acid: To a sealed tube was loaded a mixture of 2-amino-3-bromo-benzoic acid methyl ester (50 mg, 0.22 mmol), Pd(PPh3)2Cl2 (15.4 mg, 0.022 mmol) and Cul (4.2 mg, 0.022 mmol) in triethyl amine (1 mL). The mixture was degassed with N2 for 10 minutes, 3- ethynyl-phenol (103 mg, 0.87 mmol) was added and the mixture degassed with N2 for 5 minutes. The reaction mixture was heated at 90 C for 5 hours. After cooling to ambient temperature, the crude mixture was filtered through celite and washed with dichloromethane. The filtrate was concentrated and purified by preparative thin layer chromatography eluting with ethyl acetate/hexane (30%) to give a solid intermediate. To the solid intermediate in tetrahydrofuran/methanol (1 mL/0.2 mL) was added sodium hydroxide solution (2 N in water, 0.2 mL, 0.4 mmol) and the solution was stirred at room temperature for 18 hours. 1 N hydrochloric acid aqueous solution was added dropwise until pH = 1 and the reaction mixture was purified through preparative HPLC to give 11 mg (14% for 2 steps) of the pure product as a white solid. LCMS (ESI) mlz 254.1 (M+l)+.
In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Methyl 2-amino-3-bromobenzoate, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; THE WISAR INSTITUTE OF ANATOMY AND BIOLOGY; MESSICK, Troy, E.; SMITH, Garry, R.; REITZ, Allen, B.; LIEBERMAN, Paul, M.; WO2015/73864; (2015); A1;,
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