Reference of 627871-16-3,Some common heterocyclic compound, 627871-16-3, name is 5-Bromo-4-fluoro-2-methylaniline, molecular formula is C7H7BrFN, 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 vinylidene chloride (127 ml), tert-butyl nitrite (19 ml) and copper(ll)chloride (18.4 g) in acetonitrile (150 ml) is added a solution of 5-bromo-4-fluoro-2-methyl-phenylamine (Bioorganic & Medicinal Chemistry Letters (2006), 16(2), 457-460) (21.5 g) in acetonitrile (100 ml) dropwise below 200C. The reaction mixture is stirred at room temperature for 48 hours, poured on diluted HCI and extracted with fert-butyl methyl ether (3x). The combined organic layers are washed with brine, dried over sodium sulfate and concentrated. The residue is purified by chromatography on silica gel (ethyl acetate/cyclohexane 1 :4). Yield: 29.20 g of 1-bromo-2-fluoro- 4-methyl-5-(2,2,2-trichloro-ethyl)-benzene as an oil.1H-NMR (CDCI3): 2.42 (s, 3H), 3.93 (s, 2H), 7.00 (d, 3J(H,F)=9.2Hz, 1 H), 7.69 (d, 4J(H,F)=7.0Hz, 1 H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-4-fluoro-2-methylaniline, its application will become more common.
Reference:
Patent; SYNGENTA PARTICIPATIONS AG; ZAMBACH, Werner; HUETER, Ottmar Franz; WENGER, Jean; GOEGHOVA, Marcela; PITTERNA, Thomas; MAIENFISCH, Peter; JEANMART, Stephane Andre Marie; MUEHLEBACH, Michel; WO2010/52161; (2010); A2;,
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