99469-99-5Relevant articles and documents
Synthesis method of 3-ethoxy-4-ethoxycarbonyl phenylacetic acid
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Paragraph 0036; 0038-0039; 0041-0042; 0044-0045; 0047-0048, (2021/01/24)
The invention relates to a synthesis method of 3-ethoxy-4-ethoxycarbonyl phenylacetic acid, and belongs to the technical field of medicine synthesis. In order to solve the problems of long reaction route and low yield in the prior art, the invention provides the synthesis method of 3-ethoxy-4-ethoxycarbonyl phenylacetic acid, which comprises the following steps: under the actions of a catalytic amount of phase transfer catalyst and cocatalyst, carrying out etherification and esterification reaction on 4-methylsalicylic acid and diethyl carbonate in a water-insoluble solvent to obtain a corresponding intermediate is obtained, in the presence of lithium diisopropylamide, carrying out methylation reaction on the intermediate and dimethyl carbonate or diethyl carbonate at the temperature of -50 DEG C or below, and carrying out acid regulation treatment to control the pH value of the system to be 3.5 or below, thereby obtaining the corresponding product compound 3-ethoxy-4-ethoxycarbonylphenylacetic acid shown in the formula III. According to the method, the operation of each step of reaction post-treatment is simple and easy, the method has the advantage of short reaction route, and the yield of the final product is high.
A new route for the synthesis of the repaglinide key intermediate 3-ethoxy-4-ethoxycarbonylphenylacetic acid
Zhang, Yue,Liu, Tingting,Niu, Zhaohuan,Fu, Yajing,Yang, Jixia,Song, Yongxing,Zhao, Shuchun
, p. 506 - 510 (2016/08/13)
A new method is described for manufacturing 3-ethoxy-4-ethoxycarbonylphenylacetic acid, which is a key intermediate of the antidiabetic drug repaglinide, starting from 3-hydroxyphenylacetic acid and involving esterification, formylation, oxidation, etherification and selective hydrolysis. The effect of reaction temperature, time, solvent and substrate ratios on the yield were studied in detail and the optimal conditions are presented in the paper. The new method makes the scale-up operation easier and the environmental problems are fewer. The impurities in the intermediate of the new route were also determined. Characterisation of the product and intermediates involved was achieved by FTIR, 1H NMR, 13C NMR, HRMS and DSC.
TETRAHYDROISOQUINOLINE DERIVED PRMT5-INHIBITORS
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Page/Page column 103-104, (2016/03/19)
A compound of formula I wherein: n is 1 or 2: p is 0 or 1; R1 is optionally one or more halo or methyl groups; R2a and R2b are independently selected from the group consisting of: (i) F; (ii) H; (iii) Me; and (iv) CH2OH; R2c and R2d are independently selected from the group consisting of: (i) F; (ii) H; (iii) Me; and (iv) CH2OH; R3a and R3b are independently selected from H and Me; R4 is either H or Me; R5 is either H or Me; R6a and R6b are independently selected from H and Me; A is either (i) optionally substituted phenyl; (ii) optionally substituted naphthyl; or (iii) optionally substituted C5-12 heteroaryl.