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3-Bromo-2-fluoroaniline is an aniline derivative with reactive groups (fluorine and bromine atoms). It is widely used in organic synthesis and can be used as a starting material for the synthesis of KRASG12C inhibitors, which have antitumour activity and can be used in the development of anticancer drugs.

3-Bromo-2-fluoroaniline is used in the preparation of heterotricyclic carboxamides as RIG-1 agonists for treatment cell proliferation disorders.

General procedure for the synthesis of 3-bromo-2-fluoroaniline from 2-fluoro-3-bromonitrobenzene: To a mixed solution of 1-bromo-2-fluoro-3-nitrobenzene (13.75 g, 62.76 mmol), acetic acid (26.36 g, 439 mmol), ethanol (150 mL), and water (60 mL) was added, in portions, at room temperature, powdered iron (9.14 g, 163 mmol). The reaction mixture was stirred for 16 h at room temperature and subsequently neutralized with 5N sodium hydroxide solution. The neutralized mixture was extracted with ethyl acetate and the organic layer was sequentially washed with saturated brine, dried over anhydrous sodium sulfate and finally concentrated under reduced pressure. The residue was purified by silica gel fast column chromatography (petroleum ether/ethyl acetate=10:1) to afford the target product 3-bromo-2-fluoroaniline (7.77 g, 65% yield) as a brown oil.

[1] Patent: US2011/34450, 2011, A1. Location in patent: Page/Page column 95
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[3] Patent: WO2017/87528, 2017, A1. Location in patent: Page/Page column 180; 181
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[5] Patent: US2018/15087, 2018, A1. Location in patent: Paragraph 0318