Category: 143426-52-2

Synthetic Route of 143426-52-2, 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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of methyl 2-amino-3,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (0.69 g), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (0.46 g), 2 M aqueous sodium carbonate solution (2.26 mL) and DME (20 mL) was added (1,1-bis(diphenylphosphino)ferrocene)dichloropalladium(II) dichloromethane adduct (0.09 g) under an argon atmosphere and the mixture was stirred at 80 C. overnight. The reaction mixture was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.65 g). MS: [M+H]+ 336.1

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; Sugimoto, Takahiro; Suzuki, Shinkichi; Sakamoto, Hiroki; Yamada, Masami; Nakamura, Minoru; Kamata, Makoto; Shimokawa, Kenichiro; Ogino, Masaki; Kimura, Eiji; Murakami, Masataka; Kojima, Takuto; Yonemori, Jinichi; (63 pag.)US10548899; (2020); B2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 143426-52-2, 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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinoline-8-carboxylate (294 mg, 0.94 mmol, 1 eq), cesium carbonate (918 mg, 2.82 mmol, 3 eq), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (271 mg, 1.41 mmol, 1.5 eq) and Pd(dppf)Cl2DCM (103 mg, 0.14 mmol, 0.15 eq) were combined in a vial which was sealed and placed under an inert atmosphere. A 1,4-dioxane/H2O solution (4 mL, 5:1 ratio, degassed) was then added via syringe. The resulting mixture was heated to 90 C. overnight, after which time the reaction was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure. The crude residue was purified by RP-HPLC (10-40% MeCN in 0.1% TFA aqueous solution over 20 min), and fractions containing product were basified with sat. NaHCO3, and extracted with 3:1 chloroform/IPA. Combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure to give the title compound as a slightly brown oil (159 mg, 49% over 2 steps). 1H-NMR (400 MHz, CDCl3) delta 9.13 (s, 1H), 8.18 (d, J=8.1 Hz, 1H), 7.98 (s, 1H), 7.91 (d, J=2.3 Hz, 1H), 7.76-7.71 (m, 2H), 7.68-7.64 (m, 2H), 7.54-7.47 (m, 1H), 7.31 (d, J=8.4 Hz, 2H), 6.46 (t, J=2.0 Hz, 1H), 4.23 (s, 2H), 4.06 (s, 3H). ES-MS [M+H]+=344.4.

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

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Bender, Aaron M.; US2020/131159; (2020); A1;,
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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Computed Properties of C10H9ClN2

N-(trans-2-hydroxycyclohexyl)-5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)picolinamide (224 mg), 1-[4-(chloromethyl)phenyl]-1H-pyrazole (125 mg), tripotassium phosphate trihydrate (330 mg) and Pd(dppf)Cl2 DCM (25.0 mg) were stirred in a mixed solution of 1,4-dioxane (10 mL) and water (1 mL) under a nitrogen atmosphere at 80C for 16 hr. To the reaction mixture was added ethyl acetate, and the obtained organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (49.0 mg).

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.

Reference:
Patent; Takeda Pharmaceutical Company Limited; OGINO, Masaki; KIMURA, Eiji; SUZUKI, Shinkichi; ASHIZAWA, Tomoko; IMAEDA, Toshihiro; FUJIMORI, Ikuo; ARAI, Ryosuke; (82 pag.)EP3156397; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, molecular formula is C10H9ClN2, 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. Product Details of 143426-52-2

Methyl 7-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[1,5-a]pyridine-5-carboxylate (74 mg, 0.25 mmol, 1.0 eq.), cesium carbonate (240 mg, 0.74 mmol, 3.0 eq.), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (71 mg, 0.37 mmol, 1.5 eq.) and Pd(dppf)Cl2.DCM (27 mg, 0.037 mmol, 0.15 eq.) were combined in a vial which was sealed and placed under an inert atmosphere. A 1,4-dioxane/H2O solution (5:1 v/v, 2 mL, degassed) was then added via syringe. The resulting mixture was heated to 90 C. for 1 h, after which time the reaction was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. The product was observed to crash out upon Celite filtration, and the Celite pad was subsequently washed with a solution of 3:1 DCM/MeOH (with 1% AcOH). The resulting filtrate was concentrated under reduced pressure to give the title compound as a tan solid (78 mg, 100%), which was used directly without further purification. ES-MS [M+H]+=320.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 143426-52-2, its application will become more common.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Engers, Julie L.; Long, Madeline; Bender, Aaron M.; US2020/131180; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 143426-52-2, 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 143426-52-2 as follows.

To a stirred solution of intermediate 1 (0.15 g, 0.73 mmol) in MeCN (10 mL), were added Intermediate 11 (0.14 g , 0.75 mmol) and trimethylamine (0.27 mL, 1.86 mmol ) at RT and the resulting mixture was stirred overnight at RT. After completion of reaction, the reaction mixture was quenched with water (10 mL) and extracted with EtOAc (3 x 30 ml_). The combined organic layer was washed with brine (30 mL), dried over Na2S04, filtered and concentrated under vacuum. The resulting crude material was purified by prep-HPLC (Method B) to get desired compound. Yield: 39% (90 mg, White solid). 1H NMR (400 MHz, DMSO-d6): d 8.45 (d, J = 2.0 Hz, 1 H), 7.77-7.73 (m, 3H), 7.35 (d, J = 8.4 Hz, 2H), 6.93-6.82 (m, 3H), 6.53 (s, 1 H), 4.22 (s, 4H), 3.72 (d, J = 13.2 Hz, 1 H), 3.33-3.27 (m, 1 H), 3.09-3.06 (m, 1 H), 2.97 (t, J = 7.6 Hz, 1 H), 2.19-2.06 (m, 2H), 1.81-1.71 (m, 2H), 1.70-1.56 (m, 1 H). LCMS: (Method A) 362.1 (M+H), Rt. 97.70 min, 88.96% (Max). HPLC: (Method A) Rt. 2.88 min, 97.88% (Max).

According to the analysis of related databases, 143426-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; WISHART, Grant; KULKARNI, Santosh S.; RAKESH, Paul; (338 pag.)WO2020/39027; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 143426-52-2, 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 143426-52-2 as follows.

To a mixture of methyl 4-ethyl-2-hydroxy-5- ( 4 , 4 , 5, 5- tetramethyl-1, 3, 2-dioxaborolan-2-yl) benzoate (0.54 g) , l-(4- (chloromethyl) henyl) -lH-pyrazole (0.41 g) , 2 M aqueous sodium carbonate solution (1.76 mL) and DME (20 mL) was addedtetrakis (triphenylphosphine) palladium (0) (0.10 g) under an argon atmosphere at room temperature, and the mixture was stirred at 90C overnight. The reaction mixture was dried over anhydrous sodium sulfate, and the. solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.45 g) .MS: [M+H]+337.0

According to the analysis of related databases, 143426-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; SUGIMOTO, Takahiro; SUZUKI, Shinkichi; SAKAMOTO, Hiroki; YAMADA, Masami; NAKAMURA, Minoru; KAMATA, Makoto; SHIMOKAWA, Kenichiro; OGINO, Masaki; KIMURA, Eiji; MURAKAMI, Masataka; YONEMORI, Jinichi; KOJIMA, Takuto; (281 pag.)WO2016/208775; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 143426-52-2, name is 1-(4-(Chloromethyl)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 143426-52-2, Recommanded Product: 143426-52-2

5 mmol of the compound IIIh was dissolved in 30 mL of DMF, followed by the addition of 11 mmol of cesium carbonate, to which was addedintermediate 5mmol at room temperature, and the reaction was refluxed for 13 hours.The resulting residue was purified by columnchromatography to obtain the title compound Ih

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, 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nantong University; Dai Hong; Shi Yujun; Yao Wei; Song Chan; Qian Hongwei; Wang Xianglong; Zhang Zhou; Han Xudong; (16 pag.)CN106946782; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 143426-52-2, name is 1-(4-(Chloromethyl)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 143426-52-2, name: 1-(4-(Chloromethyl)phenyl)-1H-pyrazole

4 g of the compound was dissolved in 30 mL of acetone, followed by the addition of 12 mmol of sodium acetate. To the solution was added thereto at room temperature, 6 mmol was added, and the reaction was refluxed for 13 hours.The resulting residue was purified by columnchromatography to obtain the title compound Ig

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

Reference:
Patent; Nantong University; Dai Hong; Shi Yujun; Yao Wei; Song Chan; Qian Hongwei; Wang Xianglong; Zhang Zhou; Han Xudong; (16 pag.)CN106946782; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 143426-52-2, The chemical industry reduces the impact on the environment during synthesis 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, I believe this compound will play a more active role in future production and life.

3 mmol of the compound IIIe was dissolved in 25 mL of DMSO, followed by the addition of 8 mmol of sodium carbonate. To the solution was added thereto at room temperature, the solution was heated to 85 C for 20 hours.The reaction was quenched, the reaction was poured intoa beakercontaining 100 mL of water, extracted several times with ethyl acetate, dried over anhydrous sodium sulfate, and the mother liquor was evaporated to dryness under reduced pressure. The resulting residue was purified bycolumn chromatography to give the title compound Ie

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, 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nantong University; Dai Hong; Shi Yujun; Yao Wei; Song Chan; Qian Hongwei; Wang Xianglong; Zhang Zhou; Han Xudong; (16 pag.)CN106946782; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 143426-52-2, 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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate (182 mg, 0.60 mmol, 1.0 eq.), cesium carbonate (585 mg, 1.80 mmol, 3.0 eq.), 1-(4-(chloromethyl)phenyl)-1H-pyrazole (173 mg, 0.90 mmol, 1.5 eq.) and Pd(dppf)Cl2.DCM (66 mg, 0.090 mmol, 0.15 eq.) were combined in a vial which was sealed and placed under an inert atmosphere. A 1,4-dioxane/H2O solution (5:1 v/v, 4 mL, degassed) was then added via syringe. The resulting mixture was heated to 90 C. for 1.5 h, after which time the reaction was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure, and crude residue was purified by column chromatography (3-100% EtOAc in hexanes, then 0-5% MeOH in DCM) to give the title compound as a brown solid (22 mg, 11% over 3 steps). ES-MS [M+H]+=334.3.

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

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Engers, Julie L.; Long, Madeline; Bender, Aaron M.; US2020/131180; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics