Some common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, molecular formula is C9H13NO, 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. category: ethers-buliding-blocks
The solution of 4-oxo-4-(pyridin-2-yl)butanal (326 mg, 2 mmol) in dichloromethane (15 mL) was added NaBH(OAc)3(1.27 g, 6 mmol) and HOAc (20 mg, 0.33 mmol) at -70C. The resulting suspension was stirred at the same temperature for 30 min. The reaction was warmed to 0C and added (5)-l-(4- methoxyphenyl)ethanamine (332 mg, 2.2 mmol). The resulting suspension was stirred at room temperature overnight. The reaction mixture was evaporated and the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 1/10) to give the desired product (400 mg, 71 %) as a red solid. H NMR (400 MHz, CDC13) delta 8.42 (s, 1H), 7.58- 7.45 (m, 1H), 7.35 (d, / = 7.2 Hz, 1H), 7.15 (d, / = 7.6 Hz, 2H), 7.02 (s, 1H), 6.68 (d, / = 8.0 Hz, 2H), 3.91 (s, 1H), 3.74-3.71 (m, 4H), 3.09 (s, 1H), 3.62 (d, / = 7.2 Hz, 1H), 2.26-2.15 (m, 1H), 1.99- 1.89 (m, 1H), 1.76 (s, 2H), 1.34 (d, J = 4.8 Hz, 3H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6298-96-0, its application will become more common.
Reference:
Patent; SUZHOU YUNXUAN YIYAO KEJI YOUXIAN GONGSI; ZHANG, Xiaohu; ZHENG, Jiyue; MA, Haikuo; (184 pag.)WO2019/60860; (2019); A1;,
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