Day: July 16, 2021

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. 25252-46-4, name is 1,3-Dimethyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 25252-46-4

N-methoxy-N,1,3-trimethyl-1H-thieno[2,3-c]pyrazole-5-carboxamide A solution of 1,3-dimethyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid (2 g, 10.19 mmol, 1.00 equiv) methoxy(methyl)amine hydrochloride (1.06 g, 10.87 mmol, 1.10 equiv), DIEA (4 g, 30.95 mmol, 3.00 equiv), and HATU (5.8 g, 15.26 mmol, 1.50 equiv) in DMF (30 mL) was stirred for 2 h at rt, diluted with 100 mL of water, and extracted with 2×100 mL of EtOAc. The combined organic layers were washed with 100 mL brine, dried over Na2SO4, concentrated under vacuum, and purified with silica gel chromatography using EtOAc/petroleum ether (1:3) to afford 2.2 g (90%) of the title compound as a yellow solid. LC-MS: (ES, m/z): 240

According to the analysis of related databases, 25252-46-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vettore, LLC; PARNELL, Kenneth Mark; MCCALL, John; ROMERO, Donna; (172 pag.)US2018/162822; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 5744-40-1, A common heterocyclic compound, 5744-40-1, name is Ethyl 1,3-dimethyl-1H-pyrazole-5-carboxylate, molecular formula is C8H12N2O2, 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.

Lithium aluminum hydride(l.OM in tetrahydrofuran, 1.78 mL) solution was added to commercially available ethyl 1,3-dimethyl-l//-pyrazole-5-carboxylate (Jl, 300 mg, 1.78 mmol) in tetrahydrofuran over 5 minat room temperature. The reaction stirred overnight. In succession water (67 |j,L), 15%aqueous sodium hydroxide (202 uL), water (67 |aL) were added. The resulting solid wasfiltered and dried in vacua, then purified by chromatography (3% to 7% methanol indichloromethane) to yield 175 mg of a colorless solid, J2.

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; AMGEN INC.; WO2006/4915; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6314-23-4, name is 2-(1-Pyrazolyl)ethanol, 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 6314-23-4, COA of Formula: C5H8N2O

General procedure: A flame-dried Schlenk test tube with a magnetic stirring bar was charged with CuI (0.038 mg, 0.0002 mol), Cs2CO3 (0.65 g, 0.002 mol), heterocycle (0.0014mol), 1-bromo-4-methoxybenzene (0.185 g, 0.001 mol) and DMF (10 mL) under N2. A rubber septum was replaced with a glass stopper, and the system was then evacuated twice and back filled with N2. After being stirred at 120 C for 24 h, the reaction mixture was diluted with 2-3 mL of ethyl acetate, filtered through a plug of silica gel, and washed with 30-50 mL of ethyl acetate. The filtrate was concentrated and the resulting residue was purified by column chromatography on silica gel to provide the desired product. A solution of BBr3 (0.23 mL, 0.0025mol) in CH2Cl2 (5 mL) was added dropwise to the solution of 1-(4-methoxyphenyl)-1H-heterocycle (0.001 mol) in CH2Cl2 (10 mL) cooled to 0 C. The resulting solution was stirred for 4 h at room temperature. And the solution was washed by NaHCO3, NH4Cl, NaCl solution in sequence. The CH2Cl2 was dried over anhydrous sodium sulfate, removed under vacuum, and the residue was purified by chromatography on silica gel to yield the 4-(1H-heterocycle -1-yl)phenol.4-(1H-heterocycle -1-yl)phenol (0.001 mol), N,N?-dicyclohexyl carbodiimide (DCC) (0.0012 mol), 4-dimethylaminopyridine (DMAP) (0.0002 mol) in 10 mL chloroform were placed in a Pyrex glass tube, sealed and heated at 80 C for 12 h. After cooling to room temperature, the white solid was filtrated off, and the solvent was removed under vacuum. The crude product was purified by chromatography on silica gel with to gain the desired products.

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, 2-(1-Pyrazolyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hong, Fengying; Xia, Zhengce; Zhu, Dezhao; Wu, Hongxiang; Liu, Jianhui; Zeng, Zhuo; Tetrahedron; vol. 72; 10; (2016); p. 1285 – 1292;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 158001-28-6, name is 5-Amino-1-(tert-butyl)-1H-pyrazole-4-carbonitrile, 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 158001-28-6, HPLC of Formula: C8H12N4

(a) To a mixture of water (500 ml) and 85% KOH (37.91 g) at 0 C. was added 30% H2 O2 (49.4 ml, 483 mmol), followed by 1-tert-butyl-5-amino-1H-pyrazole-4-carbonitrile (15.83 g, 96.5 mmol). The reaction mixture was stirred for four hours at 0 C. and then at room temperature for 1 hour. A yellow precipitate had formed which was collected by filtration and air dried to afford 13.2 g (75%) of 1-tert-butyl-5-amino-1H-pyrazole-4-carboxamide, m.p. 193-195 C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Sanofi; US5736548; (1998); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 51516-70-2, A common heterocyclic compound, 51516-70-2, name is 5-Amino-1-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile, molecular formula is C10H7FN4, 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.

General procedure: Equimolar portionsof the intermediate compounds 1 (1 mmol) and the intermediatecompounds 3 (1 mmol) were dissolved in approximately 8 mL ofethanol. The reaction solution was allowed to stir at 80 8C for 2 huntil the reaction was complete. The reaction was monitored byTLC. Mostly, a precipitate formed and was then collected by suctionfiltration.

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; Lv, Xian-Hai; Ren, Zi-Li; Li, Dong-Dong; Ruan, Ban-Feng; Li, Qing-Shan; Chu, Ming-Jie; Ai, Cheng-Ying; Liu, Dao-Hong; Mo, Kai; Cao, Hai-Qun; Chinese Chemical Letters; vol. 28; 2; (2017); p. 377 – 382;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 285984-25-0,Some common heterocyclic compound, 285984-25-0, name is 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, molecular formula is C14H19N3, 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.

In a 250 mL pre-flask was added 100 mL of ethanol,(30 mmol) of pivaloylacetonitrile,(33. 63 mmol) of 4-methylphenylhydrazine,3. 6 mL of concentrated hydrochloric acid was added dropwise with stirring, heated under reflux for 8 hours,Cooled, concentrated, the residue adjusted with dilute sodium hydroxide PH10-11,Extracted three times with ethyl acetate, dried over anhydrous sodium sulfate, concentrated,The resulting solid was recrystallized from ethyl acetate / petroleum ether to give white crystals C,Yield 80.3%. 5-tert-butyl-2-p-methylphenyl-3-aminopyrazole (3. 5 mmolC) was placed in 100 ml three-necked flask and dissolved in 30 ml of tetrahydrofuran. The three-necked flask was allowed to cool to -20 C, stirring in batches by adding 2. 9g sodium bicarbonate, 15min, dropwise trichloroethyl chloroformate(3. 5 mmol),Control solution temperature does not exceed C,After completion of the dropwise addition, the mixture was stirred for 30 min and then heated to 0 C for 12 h. After completion of the reaction, the mixture was filtered and the residue was rinsed with ethyl acetate and the filtrate was concentrated to yield 85%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(tert-Butyl)-1-(p-tolyl)-1H-pyrazol-5-amine, its application will become more common.

Reference:
Patent; institute of pharmacology and toxicology of AMMS; Zhong, Wu; Li, Song; Zhu, Dianxi; LI, Xing-zhou; Zhou, Xin-bo; Wang, Xiaokui; (44 pag.)CN106518767; (2017); A;,
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. 6076-12-6, name is Ethyl 4-methyl-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 4-methyl-1H-pyrazole-3-carboxylate

General procedure: A mixture of 1H-imidazole-2-carbaldehyde 40 (200 mg, 2.08 mmol), potassium carbonate (0.8630 g, 6.24 mmol) and 3-(bromomethyl)-1,1′-biphenyl 38 (0.7716 g, 3.12 mmol) in acetonitrile (10 mL) was stirred overnight at room temperature, then the solvent was removed, diluted with water, and extracted with ethyl acetate (3 x 30 mL). The combined organic phases were washed with brine, dried with Na2SO4, filtered, concentrated and purified by silica gel chromatography to afford 44 as a pale yellow solid (527 mg, 97%).

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; Yao, Yiwu; Liao, Chenzhong; Li, Zheng; Wang, Zhen; Sun, Qiao; Liu, Chunping; Yang, Yang; Tu, Zhengchao; Jiang, Sheng; European Journal of Medicinal Chemistry; vol. 86; (2014); p. 639 – 652;,
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. 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H3N3O4

Complex CuL2*8H2O was synthesized in the reaction on the warm ethanolic solutions of CuCl2*2H2O and 4-nitro-3-pyrazolecarboxylic acid ligand (L) mixed in molar ratio 1:2. After 2 days, the microcrystalline product was filtered off and washed with ethanol.

According to the analysis of related databases, 5334-40-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ja?imovi?, ?eljko; Kosovi?, Milica; Kastratovi?, Vlatko; Hollo, Berta Barta; Szecsenyi, Katalin Meszaros; Szilagyi, Imre Miklos; Latinovi?, Nedeljko; Vojinovi?-Je?i?, Ljiljana; Rodi?, Marko; Journal of Thermal Analysis and Calorimetry; vol. 133; 1; (2018); p. 813 – 821;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 31230-17-8,Some common heterocyclic compound, 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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 1: Synthesis of2-chloro-6-methyl-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4-amine. (0234) A suspension of 2,4-dichloro-6-methyl-pyrimidine (120.00 g, 736.2 mmol, 1.00 eq) , 5- methyl-lH-pyrazol-3-amine (78.65 g, 0.81 mol, 1.10 eq) and DIPEA (142.72 g, 1.10 mol, 1.50 eq) in DMSO (400.00 mL) was heated at 60 C for 16 hrs, at which point TLC (PE/EA, 5: 1, 1: 1) analysis showed the reaction was complete. The reaction mixture was cooled to 30 C, poured into ice-water (800 mL), and the resulting mixture was extracted with MTBE (800 mL x 10). The combined organic layers were washed with water (400 mL x 3), brine (400 mL x 3) and dried over Na2S04. After filtration, the filtrate was concentrated under reduced pressure and the residue was recrystallized from DCM (10 mL/g) to afford 2-chloro-6-methyl-N-(5-methyl-lH- pyrazol-3-yl)pyrimidin-4-amine (105.60 g, 472.14 mmol, 64%) as a yellow solid. The structure was confirmed by LC-MS and NMR.

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

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BRUBAKER, Jason, D.; KIM, Joseph, L.; WILSON, Kevin, J.; WILSON, Douglas; DIPIETRO, Lucian, V.; (84 pag.)WO2017/79140; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine, molecular formula is C4H7N3, 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

Procedure NA mixture of an appropriate amine or aniline, respectively (1.0 mmol), an appropriate carbox- ylic acid (1.0 mmol), HBTU (1.0 mmol), a catalytic amount of 4-dimethylaminopyridine (DMAP), iV-ethyldiisopropylethylamine (1.25 mmol), and dry dichloromethane (2 mL) was stirred at room temperature for 12-48 h. The solvent was evaporated under reduced pressure. The residue was taken up with EtOAc (25 mL) and washed with 5 percent citric acid, water, saturated aqueous NaHCO3 solution, and brine. After drying (MgSO4), the solvent was removed under reduced pressure. The product was purified by preparative TLC, flash chromatography, or preparative HPLC. Purity was confirmed by 1H NMR and LC/ESIMS.For the synthesis of Example 145, gaseous ammonia was introduced into the reaction mixture. No additional amine base was applied.For the synthesis of Example 146, methylammonium chloride was applied as the amine, and the amount of amine base was increased to 2.5 mmol. For the synthesis of Example 147, dimethylammonium chloride was applied as the amine, and the amount of amine base was increased to 2.5 mmol.For the synthesis of Example 148, diethylamine was applied as the solvent. Therefore, no additional amine base was applied. For the preparation of 2-(nonyloxy)acetic acid (Intermediate 5) and 3-(octyloxy)propanoic acid (Intermediate 6), 12-(methylthio)dodecanoic acid (Intermediate 13), 12-(methyl- sulfonyl)dodecanoic acid (Intermediate 14), 10-(methylsulfonamido)decanoic acid (Intermediate 15), 4-aza-3-oxododecanoic acid (Intermediate 16), and l-dodecanoylpyrrolidine-3- carboxylic acid (Intermediate 17) see below.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1192-21-8, its application will become more common.

Reference:
Patent; QUONOVA LLC; WO2009/77844; (2009); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics