Day: June 16, 2021

Electric Literature of 5334-40-7,Some common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, molecular formula is C4H3N3O4, 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.

Example 1 1A.4-Nitro-1H-pyrazole-3-carboxylic acid methyl ester Thionyl chloride (2.90 ml, 39.8 mmol) was slowly added to a mixture of 4-nitro-3-pyrazolecarboxylic acid (5.68 g, 36.2 mmol) in MeOH (100 ml) at ambient temperature and the mixture stirred for 48 hours. The mixture was reduced in vacuo and dried through azeotrope with toluene to afford 4-nitro-1H-pyrazole-3-carboxylic acid methyl ester as a white solid. 1H NMR (400 MHz, DMSO-d6) delta 14.4 (s, 1H), 8.9 (s, 1H), 3.9 (s, 3H)

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; US2010/21420; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7119-95-1, name is 1-Nitropyrazole, molecular formula is C3H3N3O2, 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. category: pyrazoles-derivatives

A solution of 1-nitro-1H-pyrazole (4.00 g, 35.4 mmol) in 40 mL of benzonitrile was refluxed for 2 h. After being cooled to 25 C., the mixture was poured into 160 mL of hexanes. A white solid precipitated which was filtered and dried in vacuo, to afford 3-nitro-1H-pyrazole (3.16 g, 79%). H1-NMR (400 MHz, DMSO-d6) delta: 7.01 (1H, d, J=2.4 Hz), 8.01 (d, 1H, J=3.4 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7119-95-1, its application will become more common.

Reference:
Patent; Berthel, Steven Joseph; Kester, Robert Francis; Murphy, Douglas Eric; Prins, Thomas Jay; Ruebsam, Frank; Sarabu, Ramakanth; Tran, Chinh Viet; Vourloumis, Dionisios; US2008/21032; (2008); 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. 54605-72-0, name is 1-Phenylpyrazole-4-carboxaldehyde, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Phenylpyrazole-4-carboxaldehyde

General procedure: To a well stirred mixture of 2,6-difluoro-3-aminobenzamide(10) (0.17 g, 1.0 mmol) and 3-n-butoxybenzaldehyde (0.17 g,1.0 mmol) in MeOH (10 mL) at 0 C, was added p-toluenesulfonicacid monohydrate (0.02 g, 0.11 mmol) and the reaction mixturewasstirred for 2 h. After that, excess sodium cyanoborohydride (0.63 g,10.0 mmol)was added in portions to the reaction mixture. After theaddition, the reaction mixture was stirred for further 12 h. The reactionwas quenched by pouring into a separating funnel containing50 mL water and extracted with ethyl acetate (20 mL x 3). Thecombined organic layers were dried over MgSO4, filtered andevaporated under reduced pressure to a crude product, which wassubjected to purification by flash column chromatography on silicagel with gradient elution (20%e50% ethyl acetate in hexane) toafford the titled compound (0.15 g) in 45% yield.

The synthetic route of 54605-72-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lui, Hok Kiu; Gao, Wei; Cheung, Kwan Choi; Jin, Wen Bin; Sun, Ning; Kan, Jason W.Y.; Wong, Iris L.K.; Chiou, Jiachi; Lin, Dachuan; Chan, Edward W.C.; Leung, Yun-Chung; Chan, Tak Hang; Chen, Sheng; Chan, Kin-Fai; Wong, Kwok-Yin; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 95 – 115;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1105039-93-7, These common heterocyclic compound, 1105039-93-7, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid, 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.

A mixture of 1-(4-methoxy-benzyl)-1H-pyrazole-4-carboxylic acid (0.45 g, 1.94 mmol), oxalyl chloride (1.2 ml) and DMF (1 drop) was heated at 60 C. for 1 h. The mixture was allowed to cool to ambient temperature and evaporated to afford the title compound as a colourless oil (0.48 g, 99%). The material was used in the next step without further purification.

Statistics shows that 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 1105039-93-7.

Reference:
Patent; Genentech, Inc.; Dyke, Hazel Joan; Gancia, Emanuela; Gazzard, Lewis J.; Goodacre, Simon Charles; Lyssikatos, Joseph P.; MacLeod, Calum; Williams, Karen; Chen, Huifen; US2015/368244; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 129768-30-5,Some common heterocyclic compound, 129768-30-5, name is Ethyl 3-(Trifluoromethyl)pyrazole-5-carboxylate, molecular formula is C7H7F3N2O2, 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 solution of ethyl 3-(trifluoromethyl)-lH-pyrazole-5-carboxylate (2 g, 9.615 mmol, 1 eq) in THF (30 ml) was added LiAlH4 (1.09g, 28.846 mmol, 3 eq), portionwise at 0C for 10 min. The RM was stirred at RT for 2h.The RM was quenched with sat Na2S04 (50 ml) and most of the solvent was removed under reduced pressure. The residue was diluted with water (100 ml) and extracted with EtOAc (3x 100 ml). The combined organic layers were washed with brine (100ml), dried(Na2S04) and concentrated to afford the title compound (1.5 g, 94%).

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-(Trifluoromethyl)pyrazole-5-carboxylate, its application will become more common.

Reference:
Patent; GRUeNENTHAL GMBH; SCHUNK, Stephan; REICH, Melanie; KOENIGS, Rene, Michael; (72 pag.)WO2017/59966; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 56984-32-8, 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. 56984-32-8 name is Ethyl 5-chloro-1-methyl-1H-pyrazole-4-carboxylate, 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.

C. 5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid 5-Chloro-1-methyl-1H-pyrazole-4-carboxylic acid, ethyl ester (13 grams, 0.07 mole) and potassium hydroxide (7.8 grams, 0.14 mole) were combined in 75 ml. of ethanol and refluxed for six hours. The solution was cooled, poured over water, acidified with concentrated hydrochloric acid, and the precipitated solid collected, dried, and recrystallized from water. The resulting 5-chloro-1-methyl-1H-pyrazole-4-carboxylic acid was obtained in the amount of 5.4 grams and melted at 195-197 C. Analysis calculated for C5 H5 ClN2 O2 Theory: C, 37.53; H, 3.15; N, 17.15; Found: C, 37.68; H, 3.06; N, 17.69.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 5-chloro-1-methyl-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Eli Lilly and Company; US4620865; (1986); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 20583-33-9, The chemical industry reduces the impact on the environment during synthesis 20583-33-9, name is 1-(1H-Pyrazol-3-yl)ethanone, I believe this compound will play a more active role in future production and life.

Pyrazole viii (20 g, 0.18 mol) is dissolved in dimethylformamide (DMF) (300 mL), and cesium carbonate (70 g, 0.22 mol) is added, followed by tosylate xxvii (45 g, 0.19 mol). The mixture is stirred for 12 hours, then poured into ice cold water and extracted into ethyl acetate. The organic layer is washed with brine, dried over sodium sulfate, and concentrated. The residue is purified by flash column chromatography (10% ethyl acetate in petroleum ether) to give difluoride xxviii (2.56 g, 0.15 mol) in 83% yield.

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-(1H-Pyrazol-3-yl)ethanone, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CLAVIUS PHARMACEUTICALS, LLC; SAWYER, J. Scott; (132 pag.)WO2020/41562; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 2458-26-6, name is 3-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 2458-26-6, SDS of cas: 2458-26-6

NaH (4.3mg, 0.18mmol) was added to a solution of 15 (42mg, 0.09mmol) and 3-phenyl-pyrazol (38.9mg, 0.27mmol) in DMF (1mL). The solution was heated at 130C for 30min using microwave heating. The reaction was quenched with saturated NaHCO3 (10mL) and EtOAc (15mL) was added. The phases were separated and the organic phase extracted with NaHCO3 (10mL) and concentrated. Yield: 60mg of the crude intermediate (2R,4aR,10aR)-9-methoxy-2-(3-phenyl-pyrazol-1-ylmethyl)-4-propyl-3,4,4a,5,10,10a-hexahydro-2H-naphtho[2,3-b][1,4]oxazine. LC/MS: ELSD: 99.9%; UV: 71.5%; MH+ 418.1.

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, 3-Phenyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Risgaard, Rune; Jensen, Martin; J°rgensen, Morten; Bang-Andersen, Benny; Christoffersen, Claus T.; Jensen, Klaus G.; Kristensen, Jesper L.; Pueschl, Ask; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 381 – 392;,
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. 34605-66-8, name is 3-(2,5-Dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Computed Properties of C10H13N3

Step 2) 2-(3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazol-5-yl)propan-2-ol At -78 C., to a solution of 3-(2,5-dimethyl-1H-pyrrol-1-yl)-1-methyl-1H-pyrazole (708.5 mg, 4.04 mmol) in THF (8 mL) was added n-BuLi (2.4 M in THF, 2.5 mL, 6.00 mmol) dropwise. The reaction mixture was continued to stir at -78 C. for 0.5 h and then move to 0 C. for 2 h. Acetone (362.1 mg, 6.24 mmol) was added to the solution. The reaction mixture was stirred at rt for 3 h, quenched with water (20 mL), and extracted with EtOAc (50 mL*3). The combined organic phases were washed with brine (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/5) to give the title compound as yellow oil (353.0 mg, yield 37.4%). LC-MS (ESI, pos. ion) m/z: 234.4 [M+H]+; 1H NMR (400 MHz, CDCl3): delta (ppm) 5.99 (s, 1H), 5.85 (s, 2H), 4.10 (s, 3H), 2.12 (s, 6H), 1.88 (br. s, 1H), 1.70 (s, 6H).

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; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (78 pag.)US2016/229837; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1264097-17-7, 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 1264097-17-7 as follows.

A mixture of l-benzyl-lH-pyrazol-4-amine hydrochloride (510 mg, 2.43 mmol, 1.19 equiv), 2,6-dichloro-9-(2-methylpropyl)-9H-purine (500 mg, 2.04 mmol, 1.00 equiv), i-propanol (5 mL) and DIEA (1.05 g, 8.12 mmol, 3.98 equiv) was stirred for 6 h at 100C in an oil bath. The resulting mixture was concentrated under vacuum to remove the solvents. The residue was purified on a silica gel column with dichloromethane/methanol (100/1) to afford 600 mg (crude) of N-(l-benzyl-lH-pyrazol-4-yl)-2-chloro-9-(2-methylpropyl)-9H-purin-6-amine as a dark red solid.

According to the analysis of related databases, 1264097-17-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BURCH, Jason; ORTWINE, Daniel; PEI, Zhonghua; (118 pag.)WO2016/91916; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics