Related Products of 351003-36-6, These common heterocyclic compound, 351003-36-6, name is 2-Fluoro-5-iodobenzonitrile, its 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 2-fluoro-5-iodobenzonitrile (479.2 mg, 1 .94 mmol) in tetrahydrofuran (4 mL) at -20 C was added isopropylmagesium chloride (2 N, 0.97 ml, 1 .94 mmol) and the mixture was stirred for 1 hour. Then, a solution of the product of Example 1 b (200 mg, 1 .29 mmol) in tetrahydrofuran (0.5 mL) was added and the mixture was stirred at -20 C for an additional 1 hour, then warmed to room temperature and stirred for 1 hour. The reaction was quenched with saturated aqueous ammonium chloride (10 mL) and the organics were extracted with ethyl acetate (10 mL x 3). The combined phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate = 50:1 ) to afford the title compound as a white solid (200 mg, Yield: 48%). Mp = 1 17.9- 1 19.2 C; Rf = 0.2 (10:1 ) petroleum ether/: ethyl acetate); H NMR (400 MHz, CDCIs) delta 7.69-7.67 (m, 1 H), 7.64-7.60 (m, 1 H), 7.15 (d, J = 8.6 Hz, 1 H), 5.06 (d, J = 4.8 Hz, 1 H),1 .85 (d, J = 5.6 Hz, 1 H), 1 .83-1 .76 (m, 1 H), 1 .64- 1 .60 (m, 1 H), 1 .50-1 .44 (m, 3 H), 1 .32-1 .23 (m, 2 H), 1 .14 (s, 3 H), 1 .06 (s, 3 H), 1 .00-0.89 (m, 1 H), 0.53 (d, J = 6.4 Hz, 3 H) ppm; (ESI +ve) m/z 276 (M +H+); [a]D27 0 = +27.1 (c = 0.31 , dichloromethane).
The synthetic route of 351003-36-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BIKAM PHARMACEUTICALS, INC.; GARVEY, David, S.; WO2012/174064; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com