Category: 13599-12-7

Electric Literature of 13599-12-7, 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. 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a mixture of 5 (105 g, 573 mmol), K2CO3 (119 g, 860 mmol), and DMF (400 mL) was added benzyl bromide (117 g, 687 mmol). After being stirred at room temperature for 15 h, the mixture was poured into water and extracted with EtOAc. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/EtOAc, 100:1 to 4:1) to give 6 (130 g, 83%) as a pale yellow oil.

The synthetic route of Ethyl 3-phenyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Imoto, Hiroshi; Maekawa, Tsuyoshi; Ujikawa, Osamu; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 2; (2012); p. 714 – 733;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., name: Ethyl 3-phenyl-1H-pyrazole-5-carboxylate

A mixture of ethyl 3-phenyl-lH-pyrazole-5-carboxylate (70.0′ g) , 2, 4-dichlorobenzyl chloride (69.6 g) , potassium carbonate (53.7 g) and N,N-dimethylformamide (400 ml) was stirred at room temperature for 15 hr, the reaction mixture was concentrated, and the residue was partitioned between water and ethyl acetate. The ethyl acetate layer was washed with water and saturated brine, dried (MgSCU) / and concentrated. The residue was crystallized from ethyl acetate- hexane to give ethyl 1- (2, 4-dichlorobenzyl) -3-phenyl-lH- pyrazole-5-carboxylate (61.0 g, yield: 50%) as brown crystals, melting point 104-1070C.

The synthetic route of 13599-12-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2007/18314; (2007); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 13599-12-7, category: pyrazoles-derivatives

General procedure: A mixture of ethyl 3-aryl-1H-pyrazole-5-carboxylate 1 (2 mmol), N-aralkyl -2-chloroacetamide 7 (3 mmol), anhydrous potassium carbonate (4 mmol) and dry acetonitrile (60 ml) was refluxed for 1-5 h, after which the mixture was cooled to room temperature and filtered. The filtrate was condensed under reduced pressure. The crude product was purified by chromatographer on silica gel using PE/EtOAc (3:1) as an eluent to afford the desired compounds 5.

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Reference:
Article; Lv, Hong-Shui; Kong, Xiang-Qian; Ming, Qian-Qian; Jin, Xing; Miao, Jun-Ying; Zhao, Bao-Xiang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 2; (2012); p. 844 – 849;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C12H12N2O2

Example 33 2-Ethyl-5-phenyl-2H-pyrazole-3-carboxylic Acid Ethyl Ester To a 0 C. mixture of the above-prepared 5-phenyl-2H-pyrazole-3-carboxylic acid ethyl ester (350 mg, 1.62 mmoles) and iodoethane (260 muL, 3.23 mmoles) in DMF (3 mL) was added neat LiH (spatula tip, excess) under a nitrogen atmosphere. The resulting mixture was warmed up to room temperature and stirred overnight. The crude reaction was cooled to 0 C., quenched with aqueous NH4Cl, diluted with ethyl acetate and enough water to dissolve all solids. The phases were separated, and the organic phase was washed sequentially with water and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The regioisomeric products separated and purified by flash chromatography (silica gel, hexanes/ethyl acetate gradient) to give the title compound (167 mg, 42% yield, higher Rf in hexanes/ethyl acetate) and the undesired regioisomer (175 mg, 44% yield) as white solids. 1H NMR (CDCl3, 400 MHz): 7.81 (d, 2H); 7.40 (dd, 2H); 7.29 (dd, 1H); 7.13 (s, 1H); 4.63 (q, 2H); 4.37 (q, 2H); 1.47 (t, 3H); 1.41 (t, 3H).

The synthetic route of 13599-12-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; US6608087; (2003); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 13599-12-7,Some common heterocyclic compound, 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate, molecular formula is C12H12N2O2, 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.

Ethyl 2,4-dioxo-4-phenylbutanoate (16b) (2.6 g, 9.1 mmol)Dissolved in 30mL of methanol, added 15mL lithium hydroxide monohydrate(0.5 g, 20.0 mmol) in water. The reaction was heated to 70 C until the hydrolysis was complete. Concentration under reduced pressure gave a solid suspension. 15 mL of water was added and the pH was adjusted to 3 with 1 N diluted hydrochloric acid. Filtering,The title compound 5-phenyl-1H-pyrazole-3-carboxylic acid (Intermediate 16) was obtained.Dark white solid (2.1 g, yield 89.5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-phenyl-1H-pyrazole-5-carboxylate, its application will become more common.

Reference:
Patent; Tianjin Pharmaceutical Institute Co., Ltd.; Wei Qunchao; Zheng Zhichao; Wang Songhui; Zheng Xuemin; Li Lingjun; Liu Lei; Yuan Jing; Zhang Shijun; Li Yuquan; Huang Changjiang; (38 pag.)CN109721539; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 13599-12-7, 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. 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Ethyl-1-(2-(tert-butoxycarbonylamino)ethyl)-3-phenyl-1H-pyrazole-5-carboxylate A mixture of ethyl 3-phenyl-1H-pyrazole-5-carboxylate (2.16 g, 10 mmol), tert-butyl-2-hydroxyethylcarbamate (3.22 g, 20 mmol), DIAD (4.04 g, 20 mmol), and PPh3 (5.24 g, 20 mmol) in THF (70 mL) was stirred at rt for 16 hrs. The mixture was then concentrated and purified by chromatography (silica, EtOAc/PE=1/7) to afford ethyl 1-(2-(tert-butoxycarbonylamino)ethyl)-3-phenyl-1H-pyrazole-5-carboxylate (2.3 g, 6.4 mmol, 64%). ESI-MS (EI+, m/z): 360.3 [M+H]+.

The synthetic route of Ethyl 3-phenyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (136 pag.)US2019/389843; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 13599-12-7, 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. 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a mixture of 5 (105 g, 573 mmol), K2CO3 (119 g, 860 mmol), and DMF (400 mL) was added benzyl bromide (117 g, 687 mmol). After being stirred at room temperature for 15 h, the mixture was poured into water and extracted with EtOAc. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/EtOAc, 100:1 to 4:1) to give 6 (130 g, 83%) as a pale yellow oil.

The synthetic route of Ethyl 3-phenyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Imoto, Hiroshi; Maekawa, Tsuyoshi; Ujikawa, Osamu; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 2; (2012); p. 714 – 733;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 13599-12-7, These common heterocyclic compound, 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate, its 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.

Ethyl 2,4-dioxo-4-phenylbutanoate (16b) (2.6 g, 9.1 mmol)Dissolved in 30mL of methanol, added 15mL lithium hydroxide monohydrate(0.5 g, 20.0 mmol) in water. The reaction was heated to 70 C until the hydrolysis was complete. Concentration under reduced pressure gave a solid suspension. 15 mL of water was added and the pH was adjusted to 3 with 1 N diluted hydrochloric acid. Filtering,The title compound 5-phenyl-1H-pyrazole-3-carboxylic acid (Intermediate 16) was obtained.Dark white solid (2.1 g, yield 89.5%).

Statistics shows that Ethyl 3-phenyl-1H-pyrazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 13599-12-7.

13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate, 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. COA of Formula: C12H12N2O2

General procedure: Pyrazole 1a-c (0.012 mol), the corresponding o-chloronitrobenzene 2a-c (0.012 mol) and powdered K2CO3 (0.50 mg, 0.036 mol) were successively mixed in DMF (3 ml). The reaction mixture was stirred at 50-80C for 3-6 h (TLC monitoring).The mixture was cooled, and water (5 ml) was added with stirring. The precipitate that formed was filtered off and recrystallized from ethanol.

The synthetic route of 13599-12-7 has been constantly updated, and we look forward to future research findings.