Some common heterocyclic compound, 36282-26-5, name is 2-Bromo-4-fluorobenzonitrile, molecular formula is C7H3BrFN, 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. Quality Control of 2-Bromo-4-fluorobenzonitrile
Example 10 4-fluoro-2-(1H-pyrrolo[2,3-b]pyridin-4-ylethynyl)benzonitrile Dichloro bis(triphenylphosphine) palladium (II) (29.6 mg, 0.0422 mmol), and triethylamine (742 mul, 534 mg, 5.28 mmol) were added to a solution of intermediate 10.2 (150 mg, 1.06 mmol) and 2-bromo-4-fluorobenzonitrile (1.06 g, 5.28 mmol) in 1,4-dioxane (4 mL), and placed in a sealable tube. Nitrogen gas was bubbled in the reaction mixture for 5 min, before the tube was sealed and the reaction mixture was heated at 80 C. for 2 h. After cooling, the brown solution was filtered through Celite and concentrated under vacuo. The residue was purified by chromatography on a SP1 Biotage system, using hexanes and ethyl acetate as eluents to afford the title compound (33 mg, 12%) as a yellow solid (HPLC: 99%, RT: 6.20 min) 1H NMR (DMSO-d6) delta=12.05 (br s, 1H), 8.31 (d, J=5.1 Hz, 1H), 8.13 (dd, J=8.8, 5.5 Hz, 1H), 7.90 (dd, J=9.3, 2.6 Hz, 1H), 7.69 (dd, J=3.3, 2.6 Hz, 1H), 7.59 (td, J=8.4, 2.6 Hz, 1H), 7.27 (d, J=4.8 Hz, 1H), 6.78 (dd, J=3.7, 1.8 Hz, 1H); MS (m/z) 262 [M+H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36282-26-5, its application will become more common.
Reference:
Patent; MERCK PATENT GMBH; US2011/282056; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts