Reference of 606080-43-7,Some common heterocyclic compound, 606080-43-7, name is Methyl 2-cyano-5-fluorobenzoate, molecular formula is C9H6FNO2, 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.
A mixture of methyl 2-cyano-5-fluorobenzoate (11.2 g, 62.5 mmol), tert-butyl piperazine-1-carboxylate (15.1 g, 81.3 mmol) and potassium carbonate (9.50 g, 68.8 mmol) in DMSO (130 mL) was stirred at room temperature for 1 day. The mixture was diluted with water and precipitates formed were collected by filtration, washed with water and was dissolved in a mixture of ethyl acetate and methanol. The solution was washed with water and concentrated in vacuo. The residue was crystallized from ethyl acetate-hexane to give 13 (9.89 g, 46%). 1H NMR (CDCl3) delta 1.49 (s, 9H), 3.363.39 (m, 4H), 3.593.61 (m, 4H), 3.99 (s, 3H), 6.99 (dd, J = 2.7 Hz, 8.8 Hz, 1H), 7.54 (d, J = 2.7 Hz, 1H), 7.63 (d, J = 8.8 Hz, 1H). Anal. Calcd for C18H23N3O4: C, 62.59; H, 6.71; N, 12.17. Found: C, 62.52; H, 6.57; N, 12.11.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-cyano-5-fluorobenzoate, its application will become more common.
Reference:
Article; Yamashita, Tohru; Kamata, Makoto; Endo, Satoshi; Yamamoto, Mitsuo; Kakegawa, Keiko; Watanabe, Hiroyuki; Miwa, Katsuhiko; Yamano, Toru; Funata, Masaaki; Sakamoto, Jyun-Ichi; Tani, Akiyoshi; Mol, Clifford D.; Zou, Hua; Dougan, Douglas R.; Sang, BiChing; Snell, Gyorgy; Fukatsu, Kohji; Bioorganic and Medicinal Chemistry Letters; vol. 21; 21; (2011); p. 6314 – 6318;,
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