Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 56741-34-5, name is Methyl 5-amino-2-fluorobenzoate, A new synthetic method of this compound is introduced below., name: Methyl 5-amino-2-fluorobenzoate
A solution of 5-amino-2-fluorobenzoic acid methyl ester (340 mg, 2 mmol), 6-mercaptonicotinic acid (310 mg,2 mmol), and EEDQ (500 mg, 2 mmol) in anhydrous DMF (4 mL) was stirred overnight under N2 at room temperature,2-Bromomethylphenyl boronic acid (428 mg, 2 mmol) was added to the reaction mixture for another 16 hours at roomtemperature. The solvent was then removed by rotary evaporation, and the residue dissolved in EtOAc (25 mL), Theorganic layer was washed with H2O, 10% Na2CO3, H2O, 1 N HCl, H2O, brine, and dried over Na2SO4. The organic layerwas filtered and evaporated to yield 597 mg (68%) of the methyl ester derivative as a light yellow solid. The methyl esterintermediate (200 mg, 0.45 mmol) was dissolved in MeOH (6 mL) and 1 N NaOH (1.35 mL) was added to the reactionmixture. The reaction was stirred for 16 hours at room temperature. The MeOH was removed by rotary evaporation,and the resulting solution acidified with IN BCl. The resulting solid was washed and dried to yield 87 mg (45%) as anoff white solid. ESI-MS m/z = 426.93 [M+H]+
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; Syntrix Biosystems, Inc.; Maeda, Dean Y.; Zebala, John A.; EP2942346; (2015); A1;,
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