New downstream synthetic route of Methyl 3-(4-methoxyphenyl)propiolate

Electric Literature of 7515-17-5,Some common heterocyclic compound, 7515-17-5, name is Methyl 3-(4-methoxyphenyl)propiolate, molecular formula is C11H10O3, 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.

Electric Literature of 7515-17-5,Some common heterocyclic compound, 7515-17-5, name is Methyl 3-(4-methoxyphenyl)propiolate, molecular formula is C11H10O3, 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 2.2 3- (4-Methanesulfonvl-phenvl)-2- (4-methoxv-phenyl)-pyrazolof 1. 5-blpyridazine (i) 2-(4-Methoxy-phenyl)-pyrazolo[1,5-b]pyridazine-3-carboxylic acid methyl ester Diazabicyclo [5.4. 0] undec-7-ene (22.76mL, 2eq) was added dropwise to a solution of methyl 3- (4-methoxy-phenyl)-prop-2-ynoic acid’ (14. 46g, 76mM) and 1-aminopyridazinium iodide2 (2eq) in acetonitrile under nitrogen and stirred for 6h. Purification by chromatography on silica gel eluting with toluene, then toluene : ethyl acetate (9: 1) gave the title compound (2.76g) as a brown solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 3-(4-methoxyphenyl)propiolate, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/48999; (2005); A2;,
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