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Synthesis Of The Intermediate For Anti-HCV

Posted on:2015-02-08Degree:MasterType:Thesis
Country:ChinaCandidate:J X LiFull Text:PDF
GTID:2251330425485384Subject:Pharmaceutical Engineering
Abstract/Summary:PDF Full Text Request
In this paper, the compound2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquino lin-4-ol was prepared, which is an intermediate for a new anti-HCV drug developed by the pharmaceutical company GlaxoSmithKline.2-methyl-3-amino-4-acetylanisole was obtained from2-methyl-3-nitroaniline via the diazotization, etherification, reduction and Friedel-Crafts reaction.4-Isopropylthi azole-2-carbonyl chloride was obtained from3-methylbutanone via bromination, acylization and cyclization. The target compound2-(4-isopropylthiazol-2-yl)-7-meth oxy-8-methylquinolin-4-ol was obtained from2-methyl-3-amino-4-acetylanisole and4-Isopropylthiazole-2-carbonyl chloride via condensation and cycliczation.In the first, a new process route of anti-HCV drug intermediate was established, detailing each step of the reaction. The main factors affecting each step of the reaction was discussed. The mechanism of reaction was explained. The workup of each step of reaction was explored. The purity of the compound of each step was more than95%.The structure of the compound of each step and the target compound were confirmed by1HNMR and MS spectra. A better process of synthesizing2-(4-isopropylthiazol-2-yl)-7-methoxy-8-methylquinolin-4-ol was established through the discussion of factors affecting the reactions above.
Keywords/Search Tags:anti-HCV drugs, intermediates, mechanism, optimization, Synthesis
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