Category: 143426-52-2

Electric Literature 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., Recommanded Product: 1-(4-(Chloromethyl)phenyl)-1H-pyrazole

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

Related Products of 143426-52-2,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.

G) methyl 4-cyano-2-hydroxy-3-methyl-5- [4- ( lH-pyrazol-1- yl ) benzyl] benzoate To a solution of methyl 4-cyano-2-hydroxy-3-methyl-5- (4 , 4 , 5 , 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl ) benzoate (3.50 g) in 1,4-dioxane (30.0 mL) were added 1- (4- (chloromethyl) phenyl) – lH-pyrazole (2.12 g) , tripotassium phosphate trihydrate (5.90 g) and [1,1′- bis (diphenylphosphino) ferrocene] dichloropalladium ( II ) dichloromethane adduct (0.34 g) , and the mixture was stirred at 90C for 16 hr under nitrogen atmosphere. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by flash silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (0.86 g) . 1H NMR (400 MHz, CDCl3) delta 2.49 (3H, s) , 3.95 (3H, s) , 4.15 (2H, s), 6.46 (1H, s), 7.30 (2H, d, J = 8.4 Hz), 7.59-7.60 (1H, m) , 7.64 (2H, d, J = 8.4 Hz), 7.71 (1H, s) , 7.90 (1H, d, J = 2.4 Hz) , 11.07 (1H, brs) .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, its application will become more common.

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.

E) methyl 5- (4- ( lH-pyrazol-l-yl ) benzyl) -3-fluoro-2-hydroxy-4- methylbenzoate Tetrakis (triphenylphosphine) palladium ( 0 ) (0.40 g) was added to a mixture of methyl 3-fluoro-2-hydroxy-4-methyl-5- (4,4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl ) benzoate (2.13 g) , 1- (4- (chloromethyl) phenyl) -lH-pyrazole (1.3.2 g) , sodium carbonate (1.46 g) , DME (30.0 mL) and water (10.0 mL) under argon atmosphere, and the mixture was stirred overnight at 80C. The reaction mixture was allowed to be cooled to room temperature, water was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium 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 (0.33 g) . MS: [M+H]+ 341.1.

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.

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. Recommanded Product: 1-(4-(Chloromethyl)phenyl)-1H-pyrazole

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) , l-(4- (chloromethyl) phenyl) -lH-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) (1707) dichloromethane adduct (0.09 g) under an argon atmosphere and the mixture was stirred at 80C overnight. The reaction mixture was dried over anhydrous sodium sulfate and (1708) concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.65 g) . (1709) MS: [M+H]+ 336.1

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.

Related Products of 143426-52-2,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.

To a mixture of 3- ( ( 3R, 4S ) -3-hydroxytetrahydro-2H-pyran-4-yl) -7-methyl-6- (4,4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl ) – 2H-benzo [e] [1, 3] oxazin-4 (3H) -one (0.11 g) , l-(4- (chloromethyl) phenyl) -lH-pyrazole (0.06 g) , 2 M aqueous sodium carbonate solution (0.27 mL) and DME (3 mL) was addedtetrakis (triphenylphosphine) palladium (0) (0.02 g) at room temperature, and the mixture was stirred under an argonatmosphere 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) and solidified with ethyl acetate to give the title compound (0.06 g) . NMR (300 MHz, DMSO-d6) delta 1.51-1.70 (1H, m) , 1.75-2.06 (1H, m) , 2.25 (3H, s) , 3.00 (1H, t, J = 10.4 Hz), 3.32-3.40 (1H, m) , 3.66 (1H, tt, J = 10.1, 5.0 Hz), 3.78-3.90 (2H, m) , 4.01 (2H, s), 4.04-4.23 (1H, m) , 5.09 (1H, d, J = 5.7 Hz), 5.18-5.42 (2H, m) , 6.52 (1H, dd, J = 2.5, 1.7 Hz), 6.90 (1H, s) , 7.21-7.27 (2H, m) , 7.57 (1H, s) , 7.70-7.72 (1H, m) , 7.73-7.78 (2H, m) , 8.43 (1H, d, J = 1.9 Hz).

The synthetic route of 143426-52-2 has been constantly updated, and we look forward to future research findings.

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. 143426-52-2, name is 1-(4-(Chloromethyl)phenyl)-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 143426-52-2

Methyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)imidazo[1,2-a]pyridine-8-carboxylate (250 mg, 0.83 mmol, 1.0 eq.), 4-(1-pyrazolyl)benzyl chloride (319 mg, 1.7 mmol, 2.0 eq.), cesium carbonate (542 mg, 1.6 mmol, 2.0 eq.), Pd(dppf)Cl2.DCM (101 mg, 0.12 mmol, 0.15 eq.), THF (5.5 mL) and H2O (1 mL) were added into a microwave vial. The vial was evacuated and purged with N2 (3*). The mixture was stirred at 90 C. After 1 h, the mixture was cooled to r.t., filtered through a pad of Celite which was rinsed thoroughly with EtOAc/DCM/MeOH. The filtrate was concentrated and purified using column chromatography on silica gel (0-50% DCM/EtOAc for 15 min then 50-100% of 10% MeOH/DCM solution) to provide the title compound with some impurities. Further purification was conducted using RP-HPLC (25-60% MeCN in 0.05% NH4OH aqueous solution over 20 min). The desired fractions were concentrated to provide the title compound as a tan solid (170 mg, 62%). 1H-NMR (400 MHz, DMSO) delta 8.73 (s, 1H), 8.46 (d, J=2.4 Hz, 1H), 8.04 (d, J=1.2 Hz, 1H), 7.81-7.78 (m, 2H), 7.72 (d, J=1.7 Hz, 2H), 7.63 (d, J=1.2 Hz, 1H), 7.44-7.42 (m, 2H), 6.53 (t, J=2.1 Hz, 1H), 4.06 (s, 2H), 3.87 (s, 3H); ES-MS [M+H]+=333.2.

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.

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.

4 mmol of the compound IIIb was dissolved in 20 mL of acetonitrile, and intermediate 77 mmol and 8 mmol ofcesium carbonatewere added thereto at room temperature.After heating, the reaction was refluxed for 13 hours.The reaction was stopped, the reaction solution was rotary evaporated to dryness under reduced pressure, the resulting residue was purified by columnseparation and purification to give the title compound analysis Ib

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.

143426-52-2, 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. 143426-52-2 name is 1-(4-(Chloromethyl)phenyl)-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.

4 mmol of the compound IIIb was dissolved in 20 mL of acetonitrile, and intermediate 77 mmol and 8 mmol ofcesium carbonatewere added thereto at room temperature.After heating, the reaction was refluxed for 13 hours.The reaction was stopped, the reaction solution was rotary evaporated to dryness under reduced pressure, the resulting residue was purified by columnseparation and purification to give the title compound analysis Ib

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.