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{"id":53,"date":"2012-07-22T11:19:16","date_gmt":"2012-07-22T11:19:16","guid":{"rendered":"http:\/\/amcrasto.theeurekamoments.com\/?p=53"},"modified":"2012-07-22T11:19:16","modified_gmt":"2012-07-22T11:19:16","slug":"imatinib-synthesis","status":"publish","type":"post","link":"https:\/\/amcrasto.theeurekamoments.com\/2012\/07\/22\/imatinib-synthesis\/","title":{"rendered":"IMATINIB SYNTHESIS"},"content":{"rendered":"

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As an example of research aimed at industrial production one involving\u00a0imatinib<\/a>. This cancer drug was one of the first offspring of\u00a0rational drug design<\/a>\u00a0. A group of\u00a0Northwest University<\/a>\u00a0researchers set out to improve the existing Novartis procedure\u00a0DOI<\/a>\u00a0and here is how they did it.<\/p>\n\n\n\n
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2-acetylpyridine (1<\/strong>) was alkylated with the\u00a0acetal<\/a>\u00a0of\u00a0N,N-dimethylformamide<\/a>\u00a02<\/strong>\u00a0to\u00a0enamine<\/a>\u00a03<\/strong>. A\u00a0pyrimidine<\/a>\u00a0ring in\u00a05<\/strong>was formed with base and reagent\u00a0guanidine nitrate<\/a>\u00a04<\/strong>\u00a0and\u00a0nitrotoluene<\/a>\u00a0fragment\u00a06<\/strong>\u00a0was added in a\u00a0Ullmann-type reaction<\/a>\u00a0with\u00a0CuI<\/a>\u00a0generating secondary\u00a0amine<\/a>\u00a07<\/strong>. The\u00a0nitro<\/a>\u00a0group was reduced by\u00a0hydrazine<\/a>\u00a0\/\u00a0FeCl3<\/sub><\/a>\/C to the amine which was then converted to\u00a0amide<\/a>\u00a08<\/strong>\u00a0with\u00a0acid chloride<\/a>\u00a09<\/strong>. The final step is addition of\u00a0piperazine<\/a>\u00a010<\/strong>\u00a0to form imatinib11<\/strong>.<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n

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<\/center><\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n<\/td>\n<\/tr>\n<\/tbody>\n<\/table>\n","protected":false},"excerpt":{"rendered":"

  As an example of research aimed at industrial production one involving\u00a0imatinib. This cancer drug was one of the first offspring of\u00a0rational drug design\u00a0. A group of\u00a0Northwest University\u00a0researchers set out to improve the existing Novartis procedure\u00a0DOI\u00a0and here is how they did it. 2-acetylpyridine (1) was alkylated with the\u00a0acetal\u00a0of\u00a0N,N-dimethylformamide\u00a02\u00a0to\u00a0enamine\u00a03. A\u00a0pyrimidine\u00a0ring in\u00a05was formed with base and reagent\u00a0guanidine… Continue reading IMATINIB SYNTHESIS<\/span><\/a><\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[3,4],"tags":[143,144],"_links":{"self":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/53"}],"collection":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/comments?post=53"}],"version-history":[{"count":1,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/53\/revisions"}],"predecessor-version":[{"id":54,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/posts\/53\/revisions\/54"}],"wp:attachment":[{"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/media?parent=53"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/categories?post=53"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/amcrasto.theeurekamoments.com\/wp-json\/wp\/v2\/tags?post=53"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}