Synthesis of 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compound

Abstract

In the prior, the conventional 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compound synthesis method has disadvantages of low yield, harsh conditions, and difficult purification. Based on the disadvantages in the prior art, the present invention provides a synthesis route for synthesizing a 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compound, wherein o-toluoyl chloride is adopted as a starting raw material, and is subjected to different aminoacylation, butyl lithium is adopted to carry out dehydrogenation on hydrogen on the methyl group, the resulting material is substituted with a protected amino acid ester, and finally a phosphorusoxychloride one-pot cooking method is adopted to obtain the final product, such that the whole process is easy to operate, the product is easy to purify, the method is suitable for industry, and raw material cost is substantially reduced.

Description

technical field [0001] The present invention relates to the synthesis of 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compounds, as well as the synthesis and application of its intermediates, belonging to medicine and chemical technology field. Background technique [0002] 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compounds are important chemical and chemical intermediates, widely used in the fields of medicine and pesticides, especially in anti-rheumatoid In terms of screening new drug lead compounds for arthritis, there are few reported analogue synthesis routes, and most of them have harsh reaction conditions, low yield, difficult purification, and difficult industrialization. Contents of the invention [0003] The present invention aims at the shortcomings of the previous synthetic methods of 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compounds with low reaction yield, harsh conditions and difficult purification, and invented Th...

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Problems solved by technology

[0003] The present invention aims at the shortcomings of the previous synthetic methods of 3-(1-aminoethyl)-2-cyclobutyl-2-hydro-isoquinolin-1-one compounds with low reaction yield, harsh conditions and difficult purification, and invented The described method uses o-toluyl chloride as the starting material to be acylated with different amino acids, and the hydrogen on the methyl group is extracted by butyllithium and replaced with a protected amino acid ester, and finally phosphorus oxychloride is boiled in one pot. The route to get the final product makes the whole process easy to operate, the product is easy to purify, suitable for industrialization, and the cost of raw materials is greatly reduced

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