{"id":4277,"date":"2021-05-26T05:00:02","date_gmt":"2021-05-25T21:00:02","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4277"},"modified":"2021-05-26T05:00:02","modified_gmt":"2021-05-25T21:00:02","slug":"simple-exploration-of-5334-39-4","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4277","title":{"rendered":"Simple exploration of 5334-39-4"},"content":{"rendered":"

5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 3-Methyl-4-nitro-1H-pyrazole<\/a><\/p>\n

To a solution of 3-methyl-4-nitro-lH-pyrazole (20 g, 157.36 mmol), cyclopent-3- en-l-ol (15.88 g, 188.83 mmol) and PPh3 (61.91 g, 236.04 mmol) in THF (300 mL) was added D1AD (47.73 g, 236.04 mmol) at 0 C. The mixture was stirred at 25 C for 12 h. The reaction mixture was concentrated under reduced pressure to give a residue, w hich was purified by silica gel chromatography (PE:EtOAc = 50: 1 to 20: 1) to give a mixture of l-(cyclopent-3-en-l-yi)-5-methyl-4-nitro-lH-pyrazoie and 1 -(cyclopent-3-en- 1 -yl)-3-methyl-4-nitro- lH-pyrazole as a yellow oil. LCMS: RT 1.301 min, m\/z = 194.1 [M+H].To a mixture of 1-cyclopent- 3-en-l-yl-5-methyl-4-nitro-pyrazole and l-cyciopent-3-en-l-yl-3-methyl-4-nitro-pyrazole (10 g, 51.76 mmol), bis [(Z)-l-methyl-3-oxo-but-l-enoxy]copper (948 mg, 3.62 mmol) in DCE (300 mL) was added a solution of ethyl 2-diazoacetate (23.6 g, 207.04 mmol) in DCE (600 mL) over a period of 12 h at 90 C. The mixture was stirred at 90 C for 4 h. The reaction mixture was concentrated under reduced pressure to give a residue, which was purified by silica gel column chromatography (PE:EtOAc :=: 20: 1 to 5: 1) to give a mixture of ethyl 3-(5-methyl-4-nitro-lH-pyrazol-l-yl)bicyclo[3.1.0]hexane-6-carboxylate and ethyl 3-(3-methy3-4~nitro-lH-pyrazol-l-yl)bicyclo[3.1.0]hexane-6~carboxy as a yellow solid. LCMS: RT 0.831 mm, m\/z = 280.1 [M+H]+.<\/p>\n

The synthetic route of 5334-39-4 has been constantly updated, and we look forward to future research findings.<\/p>\n

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017\/87905; (2017); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 5334-39-4 has been constantly updated, and we look forward to future research findings.<\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[216,131],"tags":[126],"class_list":["post-4277","post","type-post","status-publish","format-standard","hentry","category-5334-39-4","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nSimple exploration of<\/title>\n<meta name=\"description\" content=\"5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 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