Introduction of a new synthetic route about Ethyl isonicotinate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1570-45-2, its application will become more common.

Reference of 1570-45-2 ,Some common heterocyclic compound, 1570-45-2, molecular formula is C8H9NO2, 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.

General procedure: To a stirred solution of 5 (0.22 mL, 2.0 mmol) in THF (10 mL) was added LiAlH4 (113 mg, 3.0 mmol) at 0 C, and the resulting mixture was refluxed for 7 h. After cooling, the reaction was quenched with 10% NaOH (aq), and the aqueous mixture was extracted with EtOAc (10 mL 3). The extracts were combined, dried over K2CO3, and evaporated to give alcohol, which was used directly in the next step. To a stirred solution of the alcohol obtained above in DMF (5 mL) was added NaH (60%, 88 mg, 2.2 mmol) at 0 C, and the reaction mixture was stirred at room temperature for 0.5 h. To the reaction mixture was added benzyl chloride (0.23 mL, 2.0 mmol) at 0 C, and the reaction mixture was stirred at room temperature for 2 h. The reactionwas quenched with H2O, and the aqueous mixture was extracted with EtOAc (10 mL x 3). The extracts were combined, dried over K2CO3, and evaporated to give residue, which was chromatographed on silica gel (15 g, hexane:acetone = 10:1) to give 6a (250 mg, 63%) as a pale yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1570-45-2, its application will become more common.

Reference:
Article; Ichihara, Yoshinori; Fujimura, Ryohei; Tsuneki, Hiroshi; Wada, Tsutomu; Okamoto, Kentaro; Gouda, Hiroaki; Hirono, Shuichi; Sugimoto, Kenji; Matsuya, Yuji; Sasaoka, Toshiyasu; Toyooka, Naoki; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 649 – 660;,
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