{"id":4868,"date":"2021-06-22T03:38:58","date_gmt":"2021-06-21T19:38:58","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=4868"},"modified":"2021-06-22T03:38:58","modified_gmt":"2021-06-21T19:38:58","slug":"research-on-new-synthetic-routes-about-10010-93-2","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=4868","title":{"rendered":"Research on new synthetic routes about 10010-93-2"},"content":{"rendered":"

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C5H5F3N2<\/a><\/p>\n

Example 32 Synthesis of l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-3-[5-methyl-3- (trifluoromethyl)pyrazol-l-yl]pyrrolidin-2-one step d [0182] a) A mixture of l-(4-fluorophenyl)-5-isopropylpyrazol-4-amine (1.0 g, 4.54 mmol), 3-bromotetrahydrofuran-2-one (0.462 mL, 5.0 mmol) and AlMe3 (3.4 mL, 6.8 mmol, 2 M in toluene) in DCE (50 mL) was stirred for 2 hrs at rt followed by 45 min at 50 C. The mixture was then cooled to room temperature, quenched with IN HC1 (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 100% EtOAc\/CH2Cl2 gradient elution) to give 2-bromo-N-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]-4-hydroxy- butanamide (1.38 g, 79%). [0183] b) A mixture of 2-bromo-N-[l-(4-fluorophenyl)-5-isopropyl-pyrazol-4-yl]-4- hydroxy-butanamide (1.38 g, 3.59 mmol), methanesulfonyl chloride (0.36 mL, 4.65 mmol) and NEt3 (0.75 mL, 5.35 mmol) in CH2C12 (50 mL) was stirred at 0 C for 40 min. The mixture was then quenched with water (50 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate and concentrated in vacuo to afford the desired mesylate (1.65 g, 99%). [0184] c) A mixture of the above mesylate (0.350 g, 0.75 mmol) was stirred with NaH (0.200 g, 5.0 mmol, 60% in mineral oil) in THF (7 mL) at 50 C for 30 min. It was then cooled to rt, quenched with saturated aqueous NH4CI (50 mL) and extracted with EtOAc (50 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 80% EtOAc\/CH2Cl2 gradient elution) to give 3- bromo-l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin-2-one (0.160 g, 58%). [0185] d) A mixture of 3-bromo-l-[l-(4-fluorophenyl)-5-isopropylpyrazol-4-yl]pyrrolidin- 2-one (0.023 g, 0.063 mmol), 5-methyl-3-(trifluoromethyl)-lH-pyrazole (0.040 g, 0.27 mmol) and K2C03 (0.060 g, 0.43 mmol) in DMF (1 mL) was stirred at 60 C for 1 hr. It was then cooled to room temperature, quenched with water (30 mL) and extracted with EtOAc (100 mL). The organic layer was separated, dried over anhydrous sodium sulfate, concentrated in vacuo and purified by flash chromatography (Si02, 0 ~ 100% EtOAc\/hexanes gradient elution) to give the title compound (0.022 g, 80%). XH NMR (400 MHz, CDC13) delta 7.52 (s, 1 H), 7.37 (dd, J= 9.2, 4.8 Hz, 2 H), 7.17 (dd, J= 8.6, 8.6 Hz, 2 H), 6.32 (s, 1 H), 5.05 (dd, J= 9.2, 5.6 Hz, 1 H), 4.07 (m, 1 H), 3.80 (m, 1 H), 2.84 – 3.02 (m, 2 H), 2.74 (m, 1 H), 2.45 (s, 3 H), 1.21 (d, J= 7.6 Hz, 3 H), 1.1 1 (d, J= 6.8 Hz, 3 H); MS: (ES) m\/z calculated for C2iH21F4 50 [M + H]+ 436.1, found 436.1.<\/p>\n

The synthetic route of 10010-93-2 has been constantly updated, and we look forward to future research findings.<\/p>\n

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; FAN, Pingchen; LI, Yandong; POWERS, Jay P.; MALATHONG, Viengkham; PUNNA, Sreenivas; TANAKA, Hiroko; ZHANG, Penglie; WO2014\/89495; (2014); A1;<\/a>,
Pyrazole – Wikipedia<\/a>,
Pyrazoles – an overview | ScienceDirect Topics<\/p>\n","protected":false},"excerpt":{"rendered":"

The synthetic route of 10010-93-2 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":[141,131],"tags":[126],"class_list":["post-4868","post","type-post","status-publish","format-standard","hentry","category-10010-93-2","category-pyrazoles-derivatives","tag-m-w100-200"],"yoast_head":"\nResearch on new synthetic routes about<\/title>\n<meta name=\"description\" content=\"In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 10010-93-2, name is 3-Methyl-5-(trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 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