Synthetic Route of 53312-81-5,Some common heterocyclic compound, 53312-81-5, name is 5-Amino-2-fluorobenzonitrile, molecular formula is C7H5FN2, 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.
Example 64i 5-(DiallyIamino)-2-fluorobenzonitriIe Allyl bromide (4.66 mL, 55.10 mmol), 5-amino-2-fluorobenzonitrile (3.00 g, 22.04 mmol) and sodium carbonate (0.942 mL, 22.48 mmol) were dissolved in ethanol (70.00 mL) and water (20.00 mL) and refluxed over night. The reaction mixture was allowed to cool to room temperature and the ethanol was then evaporated in vacuo. The remaining water mixture was extracted with diethyl ether (twice). The combined organic layers were passed through a phase separator and concentrated in vacuo. The product was purified by silica chromatography using 0% to 50% ethyl acetate in heptane to give 5-(diallylamino)~ 2-fluorobenzonitrile (3.31 g, 70% yield): 1H NMR (500 MHz, DMSO-J6) delta ppm 7.22 – 7.32 (m, 1 H), 6.91 – 7.04 (m, 2 H), 5.76 – 5.88 (m, 2 H), 5.08 – 5.22 (m, 4 H), 3.95 (d, 4 H); MS (ES+) m/z 217 [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 5-Amino-2-fluorobenzonitrile, its application will become more common.
Reference:
Patent; ASTRAZENECA AB; BLID, Jan; GINMAN, Tobias; GRAVENFORS, Ylva; KARLSTROeM, Sofia; KIHLSTROeM, Jacob; KOLMODIN, Karin; LINDSTROeM, Johan; RAHM, Fredrik; SUNDSTROeM, Marie; SWAHN, Britt-Marie; VIKLUND, Jenny; VON BERG, Stefan; VON KIESERITZKY, Fredrik; WO2011/2408; (2011); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts