Category: 10199-68-5

10199-68-5, name is 4-Phenyl-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. Quality Control of 4-Phenyl-1H-pyrazole

To a solution of l,2-dibromoethane (130 mg, 0.694 mmol) and 4-phenyl-lH- pyrazole (100 mg, 0.694 mmol) in DMF (2 mL) was added CS2CO3 (226 mg, 0.694 mmol) portion-wise. The mixture was stirred at RT for 30 min and at 65 C for 1.5 hrs. LCMS showed the starting material was consumed completely and product was detected. The mixture was poured into water (10 mL) and extracted with ethyl acetate (10 mL*3). The combined organic layers were washed with brine (10 mL), dried over NaiSOr. filtered and concentrated to residue. The residue was purified by prep-TLC (pet. etherethyl acetate; 2: 1) to give the desired product l-(2-bromoethyl)-4-phenyl-lH-pyrazole (60 mg, 0.239 mmol, (0989) 34.4 % yield) as yellow oil. LCMS (M +H) = 251.0; Retention time (10 mM NH4HC03) = 1.40 min.

The synthetic route of 10199-68-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; GILLIS, Eric P.; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M.; (367 pag.)WO2019/244066; (2019); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 10199-68-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 10199-68-5 as follows.

(5)-N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-(4-phenyl- lH-pyrazol-l- vDpropanamide (C2iHi7F3 (0721) (0722) [00328] To a solution of 4-phenyl-pyrazole (0.50 g, 0.003468 mol) in anhydrous THF (10 mL), which was cooled in an ice water bath under an argon atmosphere, was added sodium hydride (60% dispersion in oil (0.35 g, 0.00867 mol). After addition, the resulting mixture was stirred for 3 h. (7?)- 3-Bromo-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide (8, 1.22 g, 0.003468 mol) was added to above solution, and the resulting reaction mixture was allowed to stir overnight at RT under argon. The reaction was quenched by water, and extracted with ethyl acetate. The organic layer was washed with brine, dried with MgS04, filtered, and concentrated under vacuum. The product was purified by a silica gel column using ethyl acetate and hexanes (1 :2) as eluent to afford 0.90 g of the titled compound as white needles. (0723) [00329] Compound 1003 was characterized as follows: NMR (400 MHz, DMSO-i delta 10.40 (s, 1H, NH), 8.46 (d, = 2.0 Hz, 1H, ArH), 8.24 (dd, = 8.4 Hz, J = 2.0 Hz, 1H, ArH), 8.09 (d, = 8.4 Hz, 1H, ArH), 8.05 (s, 1H, Pyrazole-H), 7.82 (s, 1H, Pyrazole-H), 7.52-7.45 (m, 2H, ArH), 7.35-7.31 (m, 2H, ArH), 7.20-7.16 (m, 1H, ArH), 6.33 (s, 1H, OH), 4.50 (d, = 14.0 Hz, 1H, CH), 4.30 (d, = 14.0 Hz, 1H, CH), 1.40 (s, 3H, CH3); Mass (ESI, Positive): 415.1455[M+H]+.

According to the analysis of related databases, 10199-68-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; (234 pag.)WO2017/214634; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

10199-68-5, name is 4-Phenyl-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. HPLC of Formula: C9H8N2

3.1 Ethyl 2-(4-phenyl-1H-pyrazol-1-yl)pyridine-3-carboxylate A mixture of 3.6 g of ethyl 2-chloronicotinate (19.4 mmol), 1.3 g of 4-phenylpyrazole (8.12 mmol), 4.4 g of K2CO3, 40 mg of 18-crown-6 and 30 mg of KI in 30 ml of N,N-dimethylformamide was stirred at 130 C. for 6 hours. For workup, H2O was added and, after extraction with ethyl acetate, the organic phase was washed with H2O and sat. NaCl solution. The crude product obtained after drying and concentration of the solution was purified by chromatography on silica gel (eluent: CH2Cl2/methanol 1-10%). In total, 1.9 g of an oil were obtained, which crystallized completely on standing in a refrigerator. ESI-MS [M+H]+=294.15.

The synthetic route of 10199-68-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kling, Andreas; Hornberger, Wilfried; Mack, Helmut; Moeller, Achim; Nimmrich, Volker; Seemann, Dietmar; Lubisch, Wilfried; US2008/234330; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 10199-68-5, name is 4-Phenyl-1H-pyrazole, 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 10199-68-5, HPLC of Formula: C9H8N2

[0464] a mixture consisting of compound 21a (500 mg, 2.12 mmol), compound 21b (306 mg, 2.12 mmol) and Cs2CO3 (2.07 g, 6.36 mmol) was stirred at 110.6 C for 16 hrs. The reaction mixture was cooled to room- temperature, filtered and concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (petroleum ether: ethyl acetate = 3:2 and then acetic acid: ethyl acetate = 1: 100) to afford compound 21c (80 mg, 12.61% yield) as a light yellow solid, and compound 21d (125 mg, 21.73% yield) as a yellow solid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Phenyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BLADE THERAPEUTICS, INC.; BUCKMAN, Brad, Owen; YUAN, Shendong; ADLER, Marc; EMAYAN, Kumaraswamy; MA, Jingyuang; (687 pag.)WO2018/64119; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 10199-68-5, A common heterocyclic compound, 10199-68-5, name is 4-Phenyl-1H-pyrazole, molecular formula is C9H8N2, 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.

4-phenyl-lH-pyrazole (775 mg, 5.38 mmol, 1.0 eq), l-iodo-3-methoxybenzene (1510 mg, 768 mu, 6.45 mmol, 1.2 eq), Cul (21 mg, 0.11 mmol, 0.02 eq) and 2C03 (1561 mg, 11.30 mmol, 2.1 eq) were added to a dry pressure tube equipped with a magnetic stir bar. Then trans- 1,2-cyclohexanediamine (123 mg, 1.08 mmol, 0.20 eq) and dioxane (12 mL) were added. The mixture was bubbled with nitrogen for 30 minutes and then the tube was sealed. The mixture was stirred in an oil bath at a temperature of 110 C for three days and then cooled to ambient temperature. The solvent was removed under reduced pressure and the residue was purified through column chromatography on silica gel using hexane and ethyl acetate (10: 1 -5 : 1 -3 : 1) as eluent to obtain the desired product, l-(3-methoxyphenyl)-4-phenyl-lH-pyrazole 8, as a colorless liquid (1.13 g in 84% yield). H NMR (DMSO-Je, 400 MHz): delta 3.84 (s, 3H), 6.87-6.90 (m, 1H), 7.25 (t, J = 12 Hz, 1H), 7.38-7.48 (m, 5H), 7.71 (d, J= 7.2 Hz, 2H), 8.20 (s, 1H), 9.01 (s, 1H).

The synthetic route of 10199-68-5 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 10199-68-5, name is 4-Phenyl-1H-pyrazole, 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 10199-68-5, name: 4-Phenyl-1H-pyrazole

General procedure: To a solution of 4-aryl-1H-pyrazole or 1H-pyrazole (1.25 mmol) in dimethyl sulfoxide(DMSO) (1.5 mL), solid potassium tert-butoxide (1.38 mmol) was added, the mixture was stirred at room temperature for 15 min, then a solution of N-(2-(dimethylamino)ethyl)-4-bromonaphthalimide 2 (1.31 mmol) in DMSO (0.5 mL) was added through a syringe. The mixture washeated to 72 C and kept at this temperature for 1.5 h. Then the mixture was cooled to room temperature and quenched with ice water (10 mL), the precipitate was collected by filtration and oven-dried in vacuum. The crude pruduct was further purified by recrystallization from ethanol to give pure products 4a-4l in excellent yields.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-Phenyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.