Category: 5932-30-9

Related Products of 5932-30-9, These common heterocyclic compound, 5932-30-9, name is Ethyl 5-phenyl-1H-pyrazole-3-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.

The starting material (100 mg, 0.46 mmol) was dissolved in 10 mL of acetone.Add potassium carbonate (190 mg, 1.38 mmol) and potassium iodide (8 mg, 0.046 mmol),Dimethyl sulfate (31.5 mg, 0.25 mmol), refluxing for 4 h,After TLC detects the reaction, it is filtered.The filter cake was washed with 10 mL of ethyl acetate and 10 mL of dichloromethane until no fluorescence.The filtrates were combined and concentrated.Column chromatography purification (petroleum ether: ethyl acetate = 4:1)Yellow solid99mg,Yield 93.4%,

The synthetic route of 5932-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Wang Jinxin; Yang Kan; Zhi Zhuoer; Nong Keyi; (8 pag.)CN109232426; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

5932-30-9, name is Ethyl 5-phenyl-1H-pyrazole-3-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. Safety of Ethyl 5-phenyl-1H-pyrazole-3-carboxylate

Reference Example 24 Ethyl 1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrazole-3-carboxylate Sodium hydride (60% in oil, 612 mg) was washed with hexane, suspended in N,N-dimethylformamide solution (5 mL), and a solution of ethyl 5-phenyl-1H-pyrazole-3-carboxylate (3.0 g) in N,N-dimethylformamide (10 mL) was added dropwise. After the completion of the dropwise addition, the reaction mixture was stirred at room temperature for 30 min, and added dropwise to an ice-cooled solution of p-toluenesulfonyl chloride (3.16 g) in N,N-dimethylformamide (10 mL). After the completion of the dropwise addition, the reaction mixture was stirred at room temperature for 1 hr, and concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by basic silica gel column chromatography (eluent:hexane-ethyl acetate=9:1?1:1) to give the title compound as a colorless solid (yield 1.037 g, 20%). 1H-NMR (CDCl3) delta: 1.42 (3H, t, J=7.4 Hz), 2.43 (3H, s), 4.43 (2H, q, J=7.4 Hz), 7.03 (1H, s), 7.30-7.50 (5H, m), 7.75-7.85 (2H, m), 8.07 (2H, d, J=8.4 Hz).

The synthetic route of 5932-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2005957; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 5932-30-9, A common heterocyclic compound, 5932-30-9, name is Ethyl 5-phenyl-1H-pyrazole-3-carboxylate, molecular formula is C12H12N2O2, 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.

To a solution of compound 23 (l.08g, 5.00 mmol) and compound 25 (981 mg, 6.00 mmol) in 50 ml acetonitrile was added K2CO3 (1.24 g, 9.00 mmol) and heated to reflux for 8 hours. After cooled to rt, filtered off, the filtrate was concentrated and the residue was purified by silica-gel column chromatography to afford compound 24a (950 mg, 55% yield) and compound 24b (150 mg, 8.7% yield).(compound 24a)LCMS m/z=344 [M+H]+ LC/MS informationColumn: Xbridge C18 (3.5pm 4.6x50mm)Flow rate: 1.8 mL/min UV detection wavelength: 254nmMobile phase’- [A] is 0.05% TFA-containing aqueoous solution, and [B] is 0.05% TFA- containing acetonitrile solutionFrom 0 to 1.5 minutes, the percentage of [B] in the mobile phase was gradually increased from 5% to 100%. Thereafter a solution of 100% of [B] was used as the mobile phase.retention time= 1.41 minutes.(compound 24b)LCMS m/z=344 [M+H]+ LC/MS informationColumn: Xbridge C18 (3.5mu?iota 4.6x50mm)Flow rate: 1.8 mL/minUV detection wavelength: 254nmMobile phase: [A] is 0.05% TFA-containing aqueoous solution, and [B] is 0.05% TFA- containing acetonitrile solutionFrom 0 to 1.5 minutes, the percentage of [B] in the mobile phase was gradually increased from 5% to 100%.. Thereafter a solution of 100% of [B] was used as the mobile phase.retention time= 1.50 minutes

The synthetic route of 5932-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; YUKIMASA, Akira; WO2012/144661; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 5932-30-9, These common heterocyclic compound, 5932-30-9, name is Ethyl 5-phenyl-1H-pyrazole-3-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.

The starting material (100 mg, 0.46 mmol) was dissolved in 10 mL of acetone.Add potassium carbonate (190 mg, 1.38 mmol) and potassium iodide (8 mg, 0.046 mmol),Dimethyl sulfate (31.5 mg, 0.25 mmol), refluxing for 4 h,After TLC detects the reaction, it is filtered.The filter cake was washed with 10 mL of ethyl acetate and 10 mL of dichloromethane until no fluorescence.The filtrates were combined and concentrated.Column chromatography purification (petroleum ether: ethyl acetate = 4:1)Yellow solid99mg,Yield 93.4%,

The synthetic route of 5932-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; China Pharmaceutical University; Wang Jinxin; Yang Kan; Zhi Zhuoer; Nong Keyi; (8 pag.)CN109232426; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 5932-30-9, A common heterocyclic compound, 5932-30-9, name is Ethyl 5-phenyl-1H-pyrazole-3-carboxylate, molecular formula is C12H12N2O2, 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.

General procedure: Compound ethyl 1H-indole-2-carboxylate (0.1g, 0.53 mmol) was added to a solution of 6h (0.29 g, 2.6 mmol) in EtOH (10 mL) at ambient temperature. The reaction was refluxed for 6 h and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to yield the target product 1. (yield: 77%). 1H NMR (400 MHz, DMSO-d6) delta 11.74 (s, 1H), 11.44 (s, 1H), 7.66 (t, J = 6.3 Hz, 2H), 7.45 (d, J = 8.3 Hz, 1H), 7.35 – 7.11 (m, 2H), 7.06 (t, J = 7.6 Hz, 1H), 2.28 (s, 1H), 1.87 – 1.60 (m, 3H), 1.38 – 1.21 (m, 7H). 13C NMR (400 MHz, DMSO-d6) delta 157.90, 130.67, 127.46, 124.06, 122.10, 112.79, 103.54, 30.22, 29.13, 28.12. HRMS(ESI) m/z calculated for C16H19N3O [M+Na]+:292.1426, found 292.1420.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.