Category: 916766-83-1

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. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

Triethyl 2-(4-(1-methyl-1H-pyrazol-3-yl)phenyl)ethane-1,1,1-tricarboxylate 1m Prepared from 3-[4-(chloromethyl)phenyl]-1-methyl-1H-pyrazole (Maybridge, CC23824) according to the general alkylation protocol, to give the title compound in the form of a yellow oil (yield?95%). 1H NMR (CDCl3): delta 1.20 (t, 9H, J=7.25 Hz); 3.51 (s, 2H); 3.93 (s, 31-1); 4.19 (q, 6H, J=7.25 Hz); 6.49 (d, 1H, J=2.25 Hz); 7.28 (d, 2H, J=8 Hz); 7.65 (d, 2H, J=8 Hz); 7.99 (s, 1H).

The synthetic route of 916766-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Commissariat A l’Energie Atomique et Aux Energies Alternatives; Devel, Laurent; Beau, Fabrice; Czarny, Bertrand; Dive, Vincent; US8691753; (2014); B2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 916766-83-1, 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. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of methyl1H-pyrrolo[3,2-b]pyridine-3-carboxylate (2.2 g, 12.50mmol), 3-[4-(chloromethyl)phenyl]-1-methyl-1H-pyrazole(3.04 g, 12.5 mmol), and KOH (1.4 g, 25.0 mmol) in acetone (80 mL) was stirredat 50 C for 18 h. The reaction mixture was concentrated, diluted with 100 mLof H2O, and neutralized to pH 7 with 6.0 M aq. HCl. The aq. mixture was extracted with EtOAc (2 x100 mL), and the combined extracts were dried (Na2CO3),filtered, and concentrated to afford 4.3 g (99%) of intermediate 7a as a yellow solid. Intermediate 7a was used in the following step without additional purification.

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, 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Davoren, Jennifer E.; O’Neil, Steven V.; Anderson, Dennis P.; Brodney, Michael A.; Chenard, Lois; Dlugolenski, Keith; Edgerton, Jeremy R.; Green, Michael; Garnsey, Michelle; Grimwood, Sarah; Harris, Anthony R.; Kauffman, Gregory W.; Lachapelle, Erik; Lazzaro, John T.; Lee, Che-Wah; Lotarski, Susan M.; Nason, Deane M.; Obach, R. Scott; Reinhart, Veronica; Salomon-Ferrer, Romelia; Steyn, Stefanus J.; Webb, Damien; Yan, Jiangli; Zhang, Lei; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 650 – 655;,
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. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 916766-83-1

To a mixture of 3- ( (3S, 4S) -4-hydroxytetrahydro-2H-pyran- 3-yl) -7-methyl-6- (4,4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2-yl ) – 2H-benzo [e] [1, 3] oxazin-4 (3H) -one (0.10 g), 3-(4- (chloromethyl) phenyl) -1-methyl-lH-pyrazole (0.06 g) ,tetrakis (triphenylphosphine) alladium (0) (15 mg) , and DME (3 mL) was added 2 M aqueous sodium carbonate solution (0.26 mL) at room temperature, and the mixture was stirred under an argon atmosphere at 80C overnight. The reaction mixture was diluted with ethyl acetate, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethylacetate/hexane) and crystallized from ethyl acetate to give the title compound (0.05 g) .XH NMR (300 MHz, DMSO-d6) delta 1.33-1.64 (1H, m) , 1.81-1.96 (1H, m) , 2.24 (3H, s) , 3.31-3.50 (2H, m) , 3.64-3.73 (1H, m) , 3.75- 3.84 (1H, m) , 3.86 (3H, s) , 3.87-4.01 (4H, m) , 5.06 (1H, d, J = 5.3 Hz), 5.18-5.39 (2H, m) , 6.62 (1H, d, J = 2.3 Hz), 6.89 (1H, s), 7.14 (2H, d, J = 8.3 Hz), 7.54 (1H, s) , 7.65-7.73 (3H, m) .

According to the analysis of related databases, 916766-83-1, 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

Synthetic Route of 916766-83-1, A common heterocyclic compound, 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, molecular formula is C11H11ClN2, 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 mixture of 3- ( (3S, 4S) -4-hydroxytetrahydro-2H-pyran-3-yl) -7, 8-dimethyl-6- (4,4,5, 5-tetramethyl-l, 3, 2-dioxaborolan-2- yl) -2H-benzo [e] [1, 3] oxazin-4 (3H) -one (0.06 g), 3-(4- (chloromethyl) phenyl) -1-methyl-lH-pyrazole (0.03 g) and 2 M aqueous sodium carbonate solution (0.16 mL) in DME (3 mL) -water (0.3 mL) was added 1, 1′ -bis (diphenylphosphino) ferrocenepalladium (II) chloride (0.01 g) , and the mixture was subjected to microwave irradiation at 110C for 50 min. The. reaction mixture was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue waspurified by NH silica gel column chromatography (ethylacetate/hexane) and solidified with ethanol to give the title compound (0.02 g) .XH NMR (300 MHz, DMSO-d6) delta 1.39-1.60 (1H, m) , 1.83-1.97 (1H, m) , 2.11 (3H, s), 2.16 (3H, s) , 3.33-3.54 (2H, m) , 3.64-3.74 (1H, m) , 3.86 (6H, s) , 4.00 (2H, s) , 5.06 (1H, d, J = 5.3 Hz) , 5.20-5.40 (2H, m) , 6.61 (1H, d, J = 2.1 Hz), 7.12 (2H, d, J = 8.3 Hz), 7.46 (1H, s) , 7.63-7.73 (3H, m) .

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; 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

Application of 916766-83-1, 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. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a vial containing pinacol ester (200 mg, 0.645 mmol, 1 eq), 3-[4- (chloromethyl)phenyl]-l-methyl-pyrazole (200 mg, 0.97 mmol, 1.5 eq), cesium carbonate (315 mg, 0.97 mmol, 1.5 eq) and Pd(dppf)Cl2 DCM (71 mg, 0.097 mmol, 0.15 eq) were added. The vial was sealed and evacuated under vacuum and purged with N2. THF/H2O solution (5: 1, 5.2 mL total, degassed) was then added via syringe and the resulting solution was stirred at 90 C for 16 h, after which time the reaction mixture 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 reverse phase HPLC then by normal phase column chromatography (0-70% EtOAc in hexanes to 70-80% EtOAc/DCM) to give the title compound as an off white powder (72 mg, 32%). NMR (400 MHz, CDCI3) d 8.18 (d, J= 2.5 Hz, 1H), 7.78 (d, J= 8.2 Hz, 2H), 7.76 (d, j= 1.3 Hz, 1H), 7.39 (d, j= 2.2 Hz, 1H), 7.36 (s, 1H), 7.15 (d, j= 8.2 Hz, 2H), 6.53 (d, J = 2.3 Hz, 1H), 6.47 (dd, 7= 2.4, 1.9 Hz, 1H), 4.11 (s, 2H), 3.96 (s, 3H), 2.54 (s, 3H). ES-MS [M+H]+ = 355.4

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, 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VANDERBILT UNIVERSITY; LINDSLEY, Craig W.; CONN, P. Jeffrey; ENGERS, Darren W.; ENGERS, Julie L.; BENDER, Aaron M.; LONG, Madeline; (120 pag.)WO2019/241467; (2019); 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. 916766-83-1, name is 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 916766-83-1

4 -Chloro-5-methyl-6-(l-methyl-lH-pyrazol-3-yl)picolinonitrile (119 mg, 0.52 mmol, 1 eq), bis(pinacolato)diboron (259 mg, 1.02 mmol, 2 eq), potassium acetate (200 mg, 2.04 mmol, 4 eq), and Pd(dppf)Cl2 DCM (42 mg, 0.051 mmol, 0.1 eq) were charged to a vial which was sealed and evacuated under vacuum and purged with N2. l,4-dioxane (5 mL) was then added via syringe, and the resulting solution was stirred at 90 C for 6 h, after which time an additional 1 eq bis(pinacolato)diboron, 1 eq potassium acetate, and 0.025 eq Pd(dppf)Cl2 DCM were added. The resulting solution was stirred at 90 C for 16 h, after which time the reaction mixture was cooled to r.t. and filtered through a plug of Celite with EtOAc and DCM. Solvents were concentrated under reduced pressure to give the pinacol ester intermediate (v) as a brown solid which was used directly without further purification (166 mg, 100%). ES-MS [M+H]+ = 243.2 (mass of free boronic acid is observed). To a vial containing crude pinacol ester (166 mg, 0.52 mmol, 1 eq), 3-[4-(chloromethyl)phenyl]-l-methyl-pyrazole (169 mg, 0.82 mmol, 1.6 eq), cesium carbonate (502 mg, 1.53 mmol, 3 eq) and Pd(dppf)Cl2 DCM (56 mg, 0.077 mmol, 0.15 eq) were added. The vial was sealed and evacuated under vacuum and purged with N2. 5: 1 1,4- dioxane/EEO solution (4 mL total, degassed) was then added via syringe and the resulting solution was stirred at 90 C for 3 h, after which time the reaction mixture 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 (5-100% EtOAc in hexanes) to give the title compound as a slightly yellow foamy solid (126 mg, 67%). MR (400 MHz, CDCh) d 7.76 (d, J= 8.1 Hz, 2H), 7.43 (s, 1H), 7.38 (d, J= 1.8 Hz, 1H), 7.32 (s, 1H), 7.14 (d, J= 8.0, 2H), 6.75 (s, 1H), 6.53 (d, J= 1.8 Hz, 1H), 4.07 (s, 2H), 3.98 (s, 3H), 3.96 (s, 3H), 2.59 (s, 3H). ES-MS [M+H]+ = 369.2.

The synthetic route of 916766-83-1 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.; BENDER, Aaron M.; LONG, Madeline; (120 pag.)WO2019/241467; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics