Extended knowledge of C7H10N2O2

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Isopropylpyrazole-5-carboxylic Acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 920006-32-2, name is 1-Isopropylpyrazole-5-carboxylic Acid, 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 920006-32-2, category: pyrazoles-derivatives

Example 100 N-[6-(1H-Indol-4-yl)-1H-indazol-4-yl]-1-(1-methylethyl)-1H-pyrazole-5-carboxamide To a solution of HATU (0.253 g) in DMF (3 ml) was added 1-(1-methylethyl)-1H-pyrazole-5-carboxylic acid (0.102 g) and DIPEA (0.211 ml) and the mixture was left to stand for 10 min. 6-(1H-Indol-4-yl)-1H-indazol-4-amine (0.075 g) dissolved in DMF (3 ml) was added and the solution was left to stand at RT for 18 h. DMF was removed by blow down (not to dryness) and the residue was dissolved in chloroform (1 ml) and loaded onto an aminopropyl SPE (2 g) (pre-conditioned with methanol (6 ml) and chloroform (6 ml)). The mixture was left on the column for 2 h then eluted with ethyl acetate:methanol (1:1, 10 ml). The solvent was blown down to dryness and the residue was dissolved in DMSO:methanol (1 ml, 1:1) and purified by MDAP (method K). The solvent was removed in vacuo and dried in an vacuum oven (50 C.) overnight to give title compound, 18 mg. LCMS (method B) R=3.23 mi MH=385.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Isopropylpyrazole-5-carboxylic Acid, and friends who are interested can also refer to it.

Reference:
Patent; Glaxo Group Limited; Hamblin, Julie Nicole; Jones, Paul Spencer; Keeling, Suzanne Elaine; Le, Joelle; Mitchell, Charlotte Jane; Parr, Nigel James; (136 pag.)US9326987; (2016); B2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 821767-61-7

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

Application of 821767-61-7,Some common heterocyclic compound, 821767-61-7, name is tert-Butyl 4-formyl-1H-pyrazole-1-carboxylate, molecular formula is C9H12N2O3, 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.

Under a N2 flow, to a solution of intermediate 11(202 mg, 0.62 mmol) in DCM (10 mL) was added tert-butyl 4-formyl-1H-pyrazole-1-carboxylate (133 mg, 0.68 mmol) andAcOH (35 jiL, 0.62 mmol). The mixture was stirred at room temperature for 2h.NaBH(OAc)3 (521 mg, 2.46 mmol) was added and the mixture was stirred at rt overnight,poured into ice water and the layers were separated. The aqueous layer was extractedwith DCM. The organic layers were combined, washed with brine then dried overMg504, evaporated. The residue was purified by chromatography over silica gel(stationary phase: irregular SiOH 15-40jim 24g, mobile phase: DCM/MeOH(+10% NH4OH): 97/3). The pure fractions were mixed and evaporated yielding 145 mg (yield 46%) of intermediate 50.

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ANGIBAUD, Patrick, Rene; PANDE, Vineet; HERKERT, Barbara; KROSKY, Daniel, Jason; QUEROLLE, Olivier, Alexis, Georges; PILATTE, Isabelle, Noelle, Constance; PATRICK, Aaron, Nathaniel; (250 pag.)WO2018/50686; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of Ethyl 5-methylpyrazole-3-carboxylate

Statistics shows that Ethyl 5-methylpyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 4027-57-0.

Electric Literature of 4027-57-0, These common heterocyclic compound, 4027-57-0, name is Ethyl 5-methylpyrazole-3-carboxylate, 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.

Reference 4; Preparation of 3-formyl-5-methylpyrazole; Under nitrogen environment, 3-ethoxycarbonyl-5-methylpyrazole (1.0 g, 4.34 mmol) was dissolved in 15 ml of purified toluene, and DIBAL (8.68 ml, 8.62 mmol) was slowly added and stirred at -78 C. The reaction progress and completion were confirmed using TLC (hexane:EtOAc=6:1). Upon completion of the reaction, MeOH and water were slowly added to the reaction mixture and the resulting mixture was filtered through a celite bed, and the aqueous layer was extracted with EtOAc. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (hexane:EtOAc:CH2Cl2=3:1:1) to obtain the title compound. Yield: 82.4% 1H NMR (300 MHz, CDCl3) delta 9.92 (s, 1H), 6.68 (s, 1H), 2.82 (s, 3H)

Statistics shows that Ethyl 5-methylpyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 4027-57-0.

Reference:
Patent; Korea Institute of Science and Technology; US2007/49604; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some tips on 4-Bromo-1-(2-hydroxyethyl)pyrazole

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.

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. 214614-81-0, name is 4-Bromo-1-(2-hydroxyethyl)pyrazole, A new synthetic method of this compound is introduced below., Product Details of 214614-81-0

General procedure: To a solution of 4-bromo-1-(oxan-4-yl)-1H-pyrazole 26a (1.00 g, 4.33 mmol) and 4,4,5,5-tetramethyl-2-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3,2-dioxaborolane (1.32 g, 5.19 mmol) in 10 mL of DMF was added potassium acetate (1.27 g, 12.98 mmol), followed by 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (177 mg, 0.22 mmol) under argon. The resulting mixture was stirred at 80 C for 10 h and then diluted with 40 mL of water. The mixture was extracted with EA (3 × 30 mL). The combined organic phase was washed with water (3 × 30 mL), brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product was purified by silica gel column chromatography (EA/PE, 1:4) to afford 25c as white solid in 68% yield.

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:
Article; Zhang, Dengyou; Zhang, Xiaowei; Ai, Jing; Zhai, Yun; Liang, Zhongjie; Wang, Ying; Chen, Yi; Li, Chunpu; Zhao, Fei; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 21; 21; (2013); p. 6804 – 6820;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Simple exploration of 39753-81-6

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.

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. 39753-81-6, name is Ethyl 2-(4-nitro-1H-pyrazol-1-yl)acetate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl 2-(4-nitro-1H-pyrazol-1-yl)acetate

Under hydrogen (1 atm), to a solution of compound 33-b (1.0 g, 5 mmol) in methanol (10 mL) was added 10% Pd-C (0.1 g). The mixture was stirred at 25 C. for 12 hours, and then filtrated, the filtrate was concentrated under reduced pressure to give compound 33-a (760 mg, yield: 90%), which was used directly for the next step without purification. LC-MS (ESI): m/z=170 [M+H]+.

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; SHANGHAI CHEMEXPLORER CO., LTD.; XU, Zusheng; ZHANG, Nong; SUN, Qingrui; WANG, Tinghan; US2015/336982; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The important role of 128694-63-3

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-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Application of 128694-63-3, The chemical industry reduces the impact on the environment during synthesis 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 309 Production of N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxamide In the same manner as in Example 259 and using 1-methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid (160 mg, 0.80 mmol), tetrahydrofuran (5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (170 muL, 2.0 mmol), N-[6-(3-amino-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (200 mg, 0.62 mmol) and N,N-dimethylacetamide (7 mL) as starting materials, the title compound (240 mg, 76%) was obtained as a white solid. 1H-NMR (DMSO-d6, 300 MHz) delta 0.74-0.86 (4H, m), 1.86-1.97 (1H, m), 2.27 (3H, s), 4.15 (3H, s), 7.05 (1H, d, J=9.6 Hz), 7.13 (1H, dd, J=8.3, 2.6 Hz), 7.30 (1H, d, J=2.6 Hz), 7.37 (1H, d, J=8.3 Hz), 7.49 (1H, s), 7.94 (1H, s), 8.04 (1H, d, J=9.6 Hz), 10.13 (1H, s), 11.08 (1H, s).

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-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/137595; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Simple exploration of 149978-43-8

According to the analysis of related databases, 149978-43-8, the application of this compound in the production field has become more and more popular.

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. 149978-43-8, name is 2-Methyl-5-trifluoromethyl-2H-pyrazol-3-ylamine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 149978-43-8

Hydrochloric acid in 1,4-dioxane (10.5 mL, 42.0 mmol, 4 mol/L) followed by 1,1′- thiocarbonyldiimidazole (4.38 g, 23.3 mmol) were added to a stirred solution of l-methyl-3- (trifluoromethyl)-lH-pyrazol-5-amine [149978-43-8] (3.49 g, 21.1 mmol) in DCM (63 mL) under nitrogen. The reaction mixture was stirred at rt for 4.5 h before being left without stirring for a further 15.5 h. The reaction mixture was filtered and the pale yellow solid was washed with DCM (2 x 40 mL). The filtrate and washings were concentrated in vacuo to give an orange liquid which was purified by flash column chromatography on silica (gradient elution with 0% to 15% EtOAc in isohexane) to afford the title compound (3.0430 g, 14.688 mmol, 70%) as a colourless liquid. To confirm the presence of the title compound, a few drops of isobutylamine were added to the LCMS sample of the product before analysis to give the thiourea, LCMS [M+H]+ 281.0, RT 1.336 minutes, purity 100% (Method 15).

According to the analysis of related databases, 149978-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB BIOPHARMA SRL; CHOVATIA, Prafulkumar Tulshibhai; CONNELLY, Rickki Lee; FRANKLIN, Richard Jeremy; HASLETT, Gregory William; HENRY, Alistair James; MADDEN, James; NEUSS, Judi Charlotte; NORMAN, Timothy John; PHILPS, Oliver; PITT, William Ross; RAMPALAKOS, Konstantinos; SELBY, Matthew Duncan; SELVARATNAM, Suganthan; TRANI, Giancarlo; ZHU, Zhaoning; (768 pag.)WO2019/243550; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about 3-(4-(Chloromethyl)phenyl)-1-methyl-1H-pyrazole

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.

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

Continuously updated synthesis method about 10250-59-6

The synthetic route of 10250-59-6 has been constantly updated, and we look forward to future research findings.

10250-59-6, name is Methyl 1,3-dimethyl-1H-pyrazole-5-carboxylate, 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 Methyl 1,3-dimethyl-1H-pyrazole-5-carboxylate

c. Synthesis of 1 ,3-dimethyl-pyrazole-5-carboxylic acid; 3,delta-dimethyl-pyrazole-delta-carboxylic acid methylester (5.14 Kg) is added to an aqueous solution of 20% sodium hydroxide (10 L) at O0C. The reaction mixture is stirred at room temperature for 18 hours and cooled to O0C. Concentrated hydrochloric acid (4.2 L) is then added to the reaction mixture in over 7 hours. The resulting thick slurry is stirred at room temperature for 18 hours. The mixture is filtered, and the solids are washed with water (500 mL), and dried in a vacuum oven for 18 hours (700C and 26 mm Hg) to provide 3.8 Kg of 1 ,3- dimethyl-pyrazole-delta-carboxylic acid (81 % yield with a purity of >97 % by HPLC).

The synthetic route of 10250-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2006/48761; (2006); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some scientific research about C6H8N2O2

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, 3,5-Dimethylpyrazole-4-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference of 113808-86-9, 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. 113808-86-9, name is 3,5-Dimethylpyrazole-4-carboxylic Acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 3,5-dimethyl-1H-pyrazole-4-carboxylic acid (9.6 mg, 0.069 mmol, Maybridge), piperidin-4-yl-benzothiazole (15 mg, 0.069 mmol, Compound 2h, Step 2), Hunig?s base (24 tL, 0.137 mmol) and HATU (39 mg, 0.103 mmol) was stirred overnight at room temperature in DMF (343 .iL). The reaction was purified directly by prep HPLC to give a pale yellow solid after freeze drying from dioxane (11.5 mg, 50 % yield). LCMS (ESI) m/z 341.4 (M+1) retention time 3.8 mm. ?HNMR (300MHz, CD3OD) oe = 7.95 (m, 2H), 7.50 (m, 1H), 7.44-7.38 (m, 1H), 3.55-3.41 (m, 1H), 3.3 1-3.01 (m, 2H), 2.50 (m, 2H),2.30 (s, 6H), 2.26-2. 12 (m, 2H), 1.95-1.78 (m, 2H).

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, 3,5-Dimethylpyrazole-4-carboxylic Acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; HARTY, Ronald, N.; FREEDMAN, Bruce, D.; WROBEL, Jay, E.; REITZ, Allen, B.; LOUGHRAN, H., Marie; WO2015/153554; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics