Category: 52222-73-8

Electric Literature of 52222-73-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52222-73-8 name is 4-(Trifluoromethyl)-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

(5)-N-(4-Cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methyl-3-(4-(trifluoromethyl)- lH-pyrazol- l-vDpropanamide C16H12F6N (0773) (0774) [00351] To a solution of 4-trifluoromethyl-pyrazole (0.20 g, 0.00147 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, 0.18 g, 0.004409 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) (0.516 g, 0.00147 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 DCM and ethyl acetate (19: 1) as eluent to afford 0.30 g (50%) of the titled compound as white foam. (0775) [00352] Compound 1017 was characterized as follows: NMR (400 MHz, DMSO-i delta 10.38 (s, 1H, NH), 8.45 (d, = 2.0 Hz, 1H, ArH), 8.25-8.22 (m, 2H, ArH & Pyrazole-H), 8.11 (d, = 8.2 Hz, 1H, ArH), 7.82 (s, 1H, Pyrazole-H), 6.39 (s, 1H, OH), 4.55 (d, = 14.0 Hz, 1H, CH), 4.37 (d, = 14.0 Hz, 1H, CH), 1.40 (s, 3H, CH3); Mass (ESI, Positive): 407.0945 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

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

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 52222-73-8 as follows. SDS of cas: 52222-73-8

Intermediate (1): (4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanol A mixture of (4-iodophenyl)methanol (1030 mg, 4.41 mmol), 4-(trifluoromethyl)-1H-pyrazole (600 mg, 4.41 mmol), copper (I) iodide (168 mg, 0.882 mmol), trans-4-hydroxy-L-proline (231 mg, 1.76 mmol) and cesium carbonate (2900 mg, 8.82 mmol) in dimethylsulfoxide (7.5 mL) was heated to 85 C. for 20 hours. The mixture was diluted with water and extracted with ethyl acetate twice. The combined organic layers were dried over sodium sulfate, filtered and concentrated. Purification by column chromatography (0-45% ethyl acetate in heptane), gave (4-(4-(trifluoromethyl)-1H-pyrazol-1-yl)phenyl)methanol. 1H NMR (400 MHz, CDCl3, delta): 8.16 (s, 1H), 7.89 (s, 1H), 7.65 (d, J=8.39 Hz, 2H), 7.47 (d, J=8.39 Hz, 2H), 4.74 (d, J=5.66 Hz, 2H), 1.85 (t, J=5.86 Hz, 1H).

According to the analysis of related databases, 52222-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; US2012/202834; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H3F3N2

To a solution of 2-fluoro-3-hydroxybenzonitrile (0.92 g, 6.7 mmol) and4-(trifluoromethyl)-JH-pyrazole (1.0 g, 7.3 mmol) dissolved in 14 mL ofN,N-dimethylacetamide under a nitrogen atmosphere was added powdered potassium carbonate (2.78 g, 20.1 mmol). The resulting mixture was then heated at 153 C for 18 h. The cooled reaction mixture was diluted with de-ionized water and ethyl acetate and the layers separated. The aqueous layer was extracted (4X) with ethyl acetate, and the combined organic layers were washed (3X) with de-ionized water followed by brine. The combinedorganic layers were dried over Mg504, filtered and concentrated to give 1.58 g of an oil. Chromatography through 40 g of silica gel eluting with a gradient of 20 to 40% ethyl acetate in hexanes to give 1.37 g of a solid. The solid was filtered from hexanes to give 680 mg of the title compound.1H NMR oe 9.86 (bs, 1H), 8.64 (s, 1H), 8.07 (s, 1H), 7.40 (m, 2H), 7.37 (m, 1H).

According to the analysis of related databases, 52222-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; SHARPE, Paula Louise; STEVENSON, Thomas Martin; DEPREZ, Nicholas Ryan; REDDY, Ravisekhara P.; CHITTABOINA, Srinivas; WO2015/89003; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 52222-73-8, The chemical industry reduces the impact on the environment during synthesis 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

100 mg (0.24 mmol) of 2-(6-chloro-3-ethylsulphonyl-2-pyridyl)-3-methyl-6-(trifluoromethyl)imidazo[4,5-c]pyridine were dissolved in 10 ml of acetonitrile, 41 mg of potassium carbonate (0.29 mmol) and 100.8 mg of 4-(trifluoromethyl)-1H-pyrazole (0.74 mmol) were added and the mixture was then stirred at 65 C. for 4 h. The reaction mixture was then filtered through a silica gel cartridge using ethyl acetate. The solvent was distilled off under reduced pressure and the residue was purified by column chromatography using a water/acetonitrile gradient as mobile phase. (log P (neutral): 3.34; MH+: 471; 1H-NMR (400 MHz, D6-DMSO) delta ppm: 1.23 (t, 3H), 3.83 (q, 2H), 4.00 (s, 3H), 8.16 (s, 1H), 8.33 (s, 1H), 8.35 (d, 1H), 8.68 (d, 1H), 8.98 (s, 1H), 9.35 (s, 1H).

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-(Trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHSAFT; FISCHER, RUEDIGER; WILCKE, DAVID; ILG, KERSTIN; GOERGENS, ULRICH; PORTZ, DANIELA; EILMUS, SASCHA; TURBERG, ANDREAS; (80 pag.)US2018/2345; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 52222-73-8, 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. 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a room temperature solution of C5 (100 mg, 0.208 mmol) in N,N-dimethylformamide (2 mL) was added cesium carbonate (170 mg, 0.522 mmol), followed by 4-(trifluoromethyl)-1H-pyrazole (42.5 mg, 0.312 mmol), and the reaction mixture was stirred at 80 C. overnight. It was then partitioned between water and ethyl acetate, and the aqueous layer was extracted with ethyl acetate (3*15 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated in vacuo. Silica gel chromatography (Gradient: 0% to 25% ethyl acetate in heptane) provided the product as an oil. Yield: 71 mg, 0.13 mmol, 62%. LCMS m/z 536.4 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 7.74 (s, 1H), 7.69 (s, 1H), 7.25 (br d, J=8.6 Hz, 2H), 6.88 (br d, J=8.6 Hz, 2H), 5.54-5.44 (m, 1H), 4.78 (quint, J=8.4 Hz, 1H), 4.51 (AB quartet, JAB=11.7 Hz, DeltanuAB=28.5 Hz, 2H), 3.81 (s, 3H), 3.76 (dd, half of ABX pattern, J=11.3, 3.9 Hz, 1H), 3.69 (br dd, half of ABX pattern, J=10.9, 7.0 Hz, 1H), 3.55-3.47 (br m, 2H), 3.47-3.38 (br m, 2H), 2.52-2.42 (m, 2H), 2.38 (dd, half of ABX pattern, J=12.5, 8.6 Hz, 2H), 1.76-1.62 (br m, 4H).

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-(Trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; BRODNEY, MICHAEL AARON; BUTLER, CHRISTOPHER RYAN; MCALLISTER, LAURA ANN; HELAL, CHRISTOPHER JOHN; O’NEIL, STEVEN VICTOR; VERHOEST, PATRICK ROBERT; (103 pag.)US2018/208607; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

52222-73-8, name is 4-(Trifluoromethyl)-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. Application In Synthesis of 4-(Trifluoromethyl)-1H-pyrazole

To a solution of 7′-(2,6-difluoro-4-iodo-phenyl)spiro[cyclopropane-l,5′-imidazo[l,2- a]imidazole]-6′-one (Example A.3) (300 mg, 0.770 mmol, 1 eq.) and 4-(trifluoromethyl)-lH- pyrazole (158 mg, 1.16 mmol, 1.5 eq.) in toluene (1.5 mL) was added K3P04 (494 mg, 2.32 mmol, 3 eq.) and 1,2-N,N’ dimethyl- 1 ,2-cyclohexanediamine (23 mg, 0.160 mmol, 0.21 eq.) and degassed with nitrogen for 10 min. Cul (15 mg, 0.080 mmol, 0.1 eq.) was added, the reaction mixture again degassed with nitrogen for 10 mins, and stirred at 130 C in the microwave for 1 h. The reaction mixture was diluted with EtOAc (50 ml), the organics washed with water (2 x 20 mL) and brine (20 mL), dried over Na2S04, concentrated in vacuo and purified by flash chromatography over silica gel (50 % EtOAc in hexane) to yield 7′-[2,6-difluoro-4-[4- (trifluoromethyl)pyrazol-l-yl]phenyl]spiro[cyclopropane-l,5′-imidazo[l,2-a]imidazole]-6′-one (40 mg, 0.1 mmol, 13 % yield) as a sticky gel. M+H+ = 396.0.

The synthetic route of 52222-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; JAESCHKE, Georg; O`HARA, Fionn; VIEIRA, Eric; (85 pag.)WO2019/34713; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 52222-73-8, The chemical industry reduces the impact on the environment during synthesis 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of compound 10 (500 mg, 1.03 mmol), 4-methylpyridin-2-ol (168 mg, 1.54 mmol) and K2CO3(283 mg, 2.05 mmol) in DMF (5 mL) was stirred at 80 oC for 10 hoursand then concentrated in vacuo to remove DMF. The residue was diluted withwater and extracted with EtOAc. The organic layer was washed with brine, driedover Na2SO4, filtered and concentrated in vacuo. Theresidue was purified by column chromatography (PE : EtOAc = 1 : 1) to give theproduct of 1r (400 mg, yield: 83%).

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-(Trifluoromethyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Shuwen; Li, Peng; Dai, Xing; McComas, Casey C.; Du, Chunyan; Wang, Ping; Lai, Zhong; Liu, Hong; Yin, Jingjun; Bulger, Paul G.; Dang, Qun; Xiao, Dong; Zorn, Nicolas; Peng, Xuanjia; Nargund, Ravi P.; Palani, Anandan; Tetrahedron Letters; vol. 55; 14; (2014); p. 2212 – 2216;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 52222-73-8, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 52222-73-8 name is 4-(Trifluoromethyl)-1H-pyrazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

The reaction was carried out on a three times 1 g scale. 2-Chloro-/V- [(dimethylamino)methylidene]-5-[(diphenylmethylidene)amino]pyridine-3-sulfonamide (3.00 g, 7.03 mmol) and 4-(trifluoromethyl)-1 H-pyrazole (1 .43 g, 10.5 mmol) were dissolved in DMSO (1 10 ml, 1 .6 mol) and potassium iodide (583 mg, 3.51 mmol) and potassium phosphate (2.24 g, 10.5 mmol) were added. The reaction was heated for 5h in the microwave at 100C. Afterwards, the solid was filtered off and to the filtrate ethyl acetate and water were added. The organic phase was washed with brine and dried over sodium sulfate. The solvent was removed under reduced pressure and the crude was purified by chromatography on silica gel (Biotage, ethyl atecate / hexane) to yield 15.7 g (424 % yield). (0499) LC-MS (Method A): Rt = 1.40 min; MS (ESIpos): m/z = 472 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(Trifluoromethyl)-1H-pyrazole, and friends who are interested can also refer to it.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; HAUFF, Peter; WERNER, Stefan; (94 pag.)WO2019/81573; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

52222-73-8, name is 4-(Trifluoromethyl)-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-(Trifluoromethyl)-1H-pyrazole

[1615] a mixture of 4-(trifluoromethyl)-1H-pyrazole compound (1 g, 7.35 mmol), 2-chloropyrimidine (926 mg, 8.09 mmol) and K2CO3 (2.03 g, 14.7 mmol) in DMF(15 ml) was heated to 110 C for 12 hr. The mixture was added water (20 ml) and extracted with ethyl acetate (20 ml x 2), the organic phases were washed with brine (10 ml), dried over Na2SO4, filtered and concentrated. The residue was recrystallized by mtbe to give compound 410a (800 mg, yield: 50.8%) as yellow solid. 1H NMR (400mhz, CDCl3) delta 8.94 (s, 1h), 8.83 (d, 7 = 4.8 hz, 2h), 8.03 (s, 1h), 7.34 (t, 7 = 4.8 hz, 1h).

The synthetic route of 52222-73-8 has been constantly updated, and we look forward to future research findings.

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

These common heterocyclic compound, 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, 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. COA of Formula: C4H3F3N2

To a vial was added 3-iodo-N- isopropyl-l-[(4-methoxyphenyl)methyl]pyrazolo[4,3-c]pyridin-4-amine (100 mg, 0.237 mmol), 4-(trifiuoromethyl)-lH-pyrazole (30.6 mg, 0.225 mmol), copper(I) iodide (11.3 mg, 0.059 mmol), potassium carbonate (57.8 mg, 0.414 mmol). The vial was purged with nitrogen and toluene (0.47 mL, 4.45 mmol) and iras-N,N’-dimethylcyclohexane-l,2- diamine, (0.02 mL, 0.12 mmol) were added. The vial was sealed and heated to 110 C for 24 h. The reaction mixture was filtered through Celite, eluting with DCM and concentrated in vacuo. The crude residue was purified by column chromatography (0-20% EtOAc in DCM) to give the title compound which was used directly in the next step.

The synthetic route of 4-(Trifluoromethyl)-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHAN, Bryan; ESTRADA, Anthony; SHORE, Daniel; SWEENEY, Zachary; WO2013/139882; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics