Electric Literature of 5456-63-3 ,Some common heterocyclic compound, 5456-63-3, molecular formula is C6H14ClNO, 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.
To a mixture of 5-bromo-2-hydroxy-4-methylbenzoic acid (6.3 g) , trans-2-aminocyclohexanol hydrochloride (4.55 g) , WSC hydrochloride (6.27 g) , HOBt monohydrate (4.18 g) and DMF (50 mL) was added triethylamine (4.18 mL) , and the mixture was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. A mixture of the obtained residue, paraformaldehyde(4.09 g) , p-toluenesulfonic acid monohydrate (2.59 g) and toluene (100 mL) was heated under reflux for 2 hr. Thereaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography(ethyl acetate/hexane) to give the title compound (2.03 g) .MS: [M+H]+339.9, 341.9
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5456-63-3, its application will become more common.
Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
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