Continuously updated synthesis method about 132712-71-1

According to the analysis of related databases, 132712-71-1, the application of this compound in the production field has become more and more popular.

Application of 132712-71-1, 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 132712-71-1 as follows.

General procedure: To a well-stirred solution of isatin and malononitrile(1 mmol each) in ethanol (95%, 4 mL) was added dimedone,4-hydroxycoumarin, 4-hydroxy-N-methylquinolin-2-one,or 2-methyl-pyrazol-2-one [generated in situ from ethylacetoacetate and hydrazine hydrate, 1 mmol each]. To thissolution was added THAM (30 mol %) and stirring wascontinued at ambient temperature. Upon completion of thereaction (TLC), water (5 mL) was added and stirring wascontinued for 10 min more. Resultant solid product wasfiltered, washed repeatedly with water, and dried. The dried solid was washed thrice with hexaneechloroformmixture (1:1, v/v) and dried again. Resultant product didnot require any further purification.

According to the analysis of related databases, 132712-71-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Khot, Supriya S.; Anbhule, Prashant V.; Desai, Uday V.; Wadgaonkar, Prakash P.; Comptes Rendus Chimie; vol. 21; 9; (2018); p. 814 – 821;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about C9H14N2O2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-isopropyl-1H-pyrazole-5-carboxylate, its application will become more common.

Related Products of 78208-72-7,Some common heterocyclic compound, 78208-72-7, name is Ethyl 3-isopropyl-1H-pyrazole-5-carboxylate, molecular formula is C9H14N2O2, 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.

NaH (1.23 g, 31.15 mmol) was dissolved in DMF (200 mL) under 2 atmosphere at 0 °C. To this solution was added ethyl 5-isopropylpyrazole-3-carboxylate (5.16 g, 28.33 mmol) in DMF (50 mL) over 10 min at 0 °C. After the addition, the r.m. was stirred for 10 min at 0 °C and then at r.t. for 40 min. 2,2,2-Trifluoroethyl trifluoromethanesulfonate (4.5 mL, 31.15 mmol) was subsequently added and the mixture was stirred at r.t. for 3 h. After this time the rm was quenched by addition of EtOH at 0 °C. Water was added to the mixture and the water layer was extracted with EtOAc. The organic layer was then washed with brine, dried (MgS04), filtered and concentrated in vacuo. The resulting crude was purified by flash column chromatography (silica; heptanes/EtOAc 100/0 to 60/40) to afford intermediate 42 (4.05 g, 54percent) and regioisomer intermediate 43 (1.52 g, 20percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-isopropyl-1H-pyrazole-5-carboxylate, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BISCHOFF, Francois, Paul; VELTER, Adriana, Ingrid; ROMBOUTS, Frederik, Jan, Rita; DE CLEYN, Michel, Anna, Jozef; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ZAVATTARO, Chiara; VAN DEN KEYBUS, Frans, Alfons, Maria; WO2014/111457; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about 181585-93-3

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. 181585-93-3, name is Methyl 5-nitro-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., name: Methyl 5-nitro-1H-pyrazole-3-carboxylate

2-tert-Butoxycarbonylmethyl-5-nitro-2H-pyrazole-3-carboxylic acid methyl ester: To a stirring mixture of delta-nitro^H-pyrazole-S-carboxylic acid methyl ester ( 3.5 gm, 20.5 mmol) dissolved in 150 ml of acetone was added cesium carbonate ( 8.01 gm, 24.6 mmol) followed by the addition of tert-butyl bromoacetate ( 3.61 ml). After 5 hours the solids were filtered and the mixture chromatographed on silica gel using 10% ethyl acetate/hexanes as the eluent to obtain 4.16 gm of pure title product. ESI M+1= 286.

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; SCHERING CORPORATION; WO2006/50034; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

A new synthetic route of Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate

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. 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 866837-96-9

To a solution of ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate (498 mg) synthesized according to the method described in WO2004/98589 in N,N-dimethylacetamide (10 mL) were added N-ethyldiisopropylamine (417 mg) and benzoyl chloride (453 mg) at room temperature. After stirring at the same temperature for 18 hr, water was added and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=6:1?3:1) to give the title compound as colorless crystals (yield 550 mg, yield 76%). 1H-NMR(CDCl3)delta:1.42(3H,t,J=7.2Hz), 4.44(2H,q,J=7.2Hz), 7.36(1H,s), 7.43-7.59(8H,m), 7.69-7.73(2H,m), 7.95(1H,brs).

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; EP2196459; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New learning discoveries about 35277-02-2

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

Adding a certain compound to certain chemical reactions, such as: 35277-02-2, name is 4-Fluoro-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 35277-02-2, SDS of cas: 35277-02-2

Sodium hydride (60 wt.%, 276 mg, 6.90 mmol) was added to a mixture of 1- (5-chloropyrazin-2-yl)ethanone (800 mg, 5.11 mmol) and 4-Fluoro-1H-pyrazole (484 mg, 5.62 mmol) in N,N-dimethylformamide (6.0 mL) at ambient temperature for 10 minutes. The reaction mixture was then poured into water (70 mL) and was sonicated and stirred for 20 minutes. A dark red solid was isolated by filtration, washed with small amounts of water, and dried to 1-(5-(4-fluoro-1H-pyrazol-1-yl)pyrazin-2-yl)ethan-1-one (919 mg, 95% yield). MS: M+1 = 207.

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

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BRUBAKER, Jason D.; GUZI, Timothy; WILSON, Kevin J.; DIPIETRO, Lucian V.; ZHANG, Yulian; WILSON, Douglas; FLEMING, Paul E.; (137 pag.)WO2018/17983; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Discovery of 2075-45-8

The synthetic route of 2075-45-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 2075-45-8,Some common heterocyclic compound, 2075-45-8, name is 4-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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.

Step 3: Synthesis of 4-bromo-1-ethyl-1H-pyrazole (4) To a stirred solution of NaH (34.0 g, 0.85 mol; 60% in mineral oil) in THF (400 mL) was added a solution of 4-bromo-1H-pyrazole (50 g, 0.34 mol) in THF (100 mL) at 0 C. under inert atmosphere. The reaction mixture was warmed to RT and maintained at same temperature for 1 h. The reaction mixture was cooled again to 0 C. and added EtI (63.67 g, 0.408 mol) slowly for 5 min. The resultant solution was allowed to warm to RT and then stirred for 16 h. After completion of the reaction (monitored by TLC), the reaction mixture was quenched with ice-cold water (100 mL) and extracted with EtOAc (3*250 mL). The combined organic extracts were dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude. The crude was purified (silica gel chromatography; 4-6% EtOAc/Hexanes) to afford compound 4 (43 g, 72%) as a pale yellow liquid. 1H NMR (500 MHz, CDCl3): delta 7.45 (s, 1H), 7.41 (s, 1H), 4.15 (q, J=7.5 Hz, 2H), 1.47 (t, J=7.5 Hz, 3H); MS (ESI): m/z 175.0 (M+H+).

The synthetic route of 2075-45-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; Evans, Jillian Frances; US9051320; (2015); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Discovery of C5H9N3

According to the analysis of related databases, 3524-32-1, the application of this compound in the production field has become more and more popular.

Electric Literature of 3524-32-1, 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 3524-32-1 as follows.

General procedure: A stirred mixture of 1-substituted 5-aminopyrazole 2 (2.5 mmol), dichloro compound 1 (3.3 mmol), and acetonitrile (5 mL) was warmed gently to dissolve the starting materials and then cooled in an ice/water bath. Triethylamine (0.70 mL, 5 mmol) was added dropwise and the resulting mixture was stirred at room temperature or 50C until conversion was no longer observed by TLC. The reaction mixture was diluted slowly with water (20 mL) and extracted with dichloromethane. The crude product was chromatographed over silica gel and the product was recrystallised.

According to the analysis of related databases, 3524-32-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Norman, Rebecca E.; Perkins, Michael V.; Liepa, Andris J.; Francis, Craig L.; Australian Journal of Chemistry; vol. 68; 9; (2015); p. 1455 – 1466;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Simple exploration of C11H5Cl2F3N4

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, and friends who are interested can also refer to it.

Reference of 120068-79-3, 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. 120068-79-3 name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, 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.

Preparation A1 5-Amino-3-cyano-1-(2,6dichloro-4-trifluoromethylphenyl)-4-iodopyrazole To a stirred solution of 5-amino-3-cyano-1-(2.6-dichloro-4-trifluoromethylphenyl)pyrazole (prepared as described in EP 295 117 A1) (5.0 g) in acetonitrile (60 ml) at room temperature was added N-iodosuccinimide (3.52 g), portionwise over a period of five minutes. Stirring was continued for 1 hr and the mixture was then evaporated to dryness to provide the crude product (8.2 g), still containing succinimide. This may be used without further purification or, if desired, purified by partitioning between dichloromethane and water, separating, drying (MgSO4) and evaporating the organic layer to produce a yellow solid. Trituration with hexane provided the title compound as a white solid, m.p. 213 C. (decomp.).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc.; US6069157; (2000); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about C4H5N3O2

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-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference of 3994-50-1, The chemical industry reduces the impact on the environment during synthesis 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, I believe this compound will play a more active role in future production and life.

Under hydrogen (1 atm), to a solution of compound 15-b (1.0 g, 7.87 mmol) in ethanol (15 mL) was added 10% Pd-C (0.2 g). The mixture was stirred at 25 C. for 18 hours, and then filtrated, the filtrate was concentrated under reduced pressure, the residue was purified by silica column chromatography (petroleum ether:ethyl acetate=1:1) to give red oil 15-a (700 mg, yield: 92%).

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-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

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

Some scientific research about 3994-50-1

The synthetic route of 3994-50-1 has been constantly updated, and we look forward to future research findings.

3994-50-1, name is 1-Methyl-4-nitro-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. COA of Formula: C4H5N3O2

The solution of compound 12 (11 g, 86.55mmol) and NCS(1.2 eq,13.87g, 103.85mmol) in dry THF (100 ml) was cooled to -78 C under N2. LiHMDS (1.5 eq, 26% in THF, 21.72g, 129.82mmol, 93.77mL) was added dropwise into the solution while the inner temperature was maintained at -78C. The reaction was stirred at same temperature for 2 h, and then warmed to room temperature and quenched with water (200 mL), extracted with EA, dried over anhydrous Na2SO4, filtered and evaporated. The residue was purified with column chromatography (PE:EA=20:1) to obtain the target compound 13 (7.0 g, 50 % yield).

The synthetic route of 3994-50-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Rex Pharmaceutical Co., Ltd; WANG, Yonghui; ZHOU, Juan; GAO, Yujun; WANG, Dong; HONG, Binbin; SHEN, Ximing; WU, Yaodong; LI, Chunqi; EP3476848; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics