{"id":5121,"date":"2021-07-02T03:52:03","date_gmt":"2021-07-01T19:52:03","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=5121"},"modified":"2021-07-02T03:52:03","modified_gmt":"2021-07-01T19:52:03","slug":"analyzing-the-synthesis-route-of-3-bromo-5-methyl-1h-pyrazole","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=5121","title":{"rendered":"Analyzing the synthesis route of 3-Bromo-5-methyl-1H-pyrazole"},"content":{"rendered":"

Reference of 57097-81-1<\/a>,Some common heterocyclic compound, 57097-81-1, name is 3-Bromo-5-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.<\/p>\n

INTERMEDIATE 63 4-(3-bromo-5-methyl-lH-pyrazol-l-yl)-2-(trifluoromethyl)pyrimidine To a solution of 3-bromo-5-methyl-lH-pyrazole (100 mg, 0.621 mmol) in anhydrous DMSO (2 mL) was added NaH (27.3 mg, 0.683 mmol) at 0 C. The mixture was stirred for 30 min at 0 C, followed by the addition of 4-chloro-2- (trifluoromethyl)pyrimidine (113 mg, 0.621 mmol) in DMSO (1 mL). The resulting mixture was stirred at room temperature overnight. The mixture was quenched with water (5 mL) and extracted EtOAc (10 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (ISCO Combiflash, 10 g, Biotage Si column, ~30 mL\/min, 100% hexanes 5 min, gradient to 100% EtOAc in hexanes 15 min) to afford 4-(3-bromo-5-methyl-lH-pyrazol-l-yl)-2-(trifluoromethyl)pyrimidine. LCMS calc. = 308.98; found = 308.91 (M+H)+.<\/p>\n

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-methyl-1H-pyrazole, its application will become more common.<\/p>\n

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014\/120346; (2014); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-5-methyl-1H-pyrazole, its application will become more common.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[278,131],"tags":[126],"class_list":["post-5121","post","type-post","status-publish","format-standard","hentry","category-57097-81-1","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nAnalyzing the synthesis route of<\/title>\n<meta name=\"description\" content=\"Reference of 57097-81-1,Some common heterocyclic compound, 57097-81-1, name is 3-Bromo-5-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.\" \/>\n<meta name=\"robots\" content=\"index, follow, max-snippet:-1, max-image-preview:large, max-video-preview:-1\" \/>\n<link rel=\"canonical\" href=\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121\" \/>\n<meta property=\"og:locale\" content=\"en_US\" \/>\n<meta property=\"og:type\" content=\"article\" \/>\n<meta property=\"og:title\" content=\"Analyzing the synthesis route of\" \/>\n<meta property=\"og:description\" content=\"Reference of 57097-81-1,Some common heterocyclic compound, 57097-81-1, name is 3-Bromo-5-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.\" \/>\n<meta property=\"og:url\" content=\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121\" \/>\n<meta property=\"og:site_name\" content=\"pyrazoles-derivatives\" \/>\n<meta property=\"article:published_time\" content=\"2021-07-01T19:52:03+00:00\" \/>\n<meta name=\"author\" content=\"Jessica.F\" \/>\n<meta name=\"twitter:card\" content=\"summary_large_image\" \/>\n<meta name=\"twitter:label1\" content=\"Written by\" \/>\n\t<meta name=\"twitter:data1\" content=\"Jessica.F\" \/>\n\t<meta name=\"twitter:label2\" content=\"Est. reading time\" \/>\n\t<meta name=\"twitter:data2\" content=\"1 minute\" \/>\n<script type=\"application\/ld+json\" class=\"yoast-schema-graph\">{\"@context\":\"https:\/\/schema.org\",\"@graph\":[{\"@type\":\"WebPage\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121\",\"name\":\"Analyzing the synthesis route of\",\"isPartOf\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\"},\"datePublished\":\"2021-07-01T19:52:03+00:00\",\"author\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1\"},\"description\":\"Reference of 57097-81-1,Some common heterocyclic compound, 57097-81-1, name is 3-Bromo-5-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.\",\"breadcrumb\":{\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121#breadcrumb\"},\"inLanguage\":\"en-US\",\"potentialAction\":[{\"@type\":\"ReadAction\",\"target\":[\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121\"]}]},{\"@type\":\"BreadcrumbList\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/?p=5121#breadcrumb\",\"itemListElement\":[{\"@type\":\"ListItem\",\"position\":1,\"name\":\"\u9996\u9875\",\"item\":\"https:\/\/www.pyrazoles-derivatives.com\/\"},{\"@type\":\"ListItem\",\"position\":2,\"name\":\"Analyzing the synthesis route of 3-Bromo-5-methyl-1H-pyrazole\"}]},{\"@type\":\"WebSite\",\"@id\":\"https:\/\/www.pyrazoles-derivatives.com\/#website\",\"url\":\"https:\/\/www.pyrazoles-derivatives.com\/\",\"name\":\"pyrazoles-derivatives\",\"description\":\"Several pyrazole derivatives possess important pharmacological activities and they have been proved useful materials in drug research. 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