Tag: M.W:100-200

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. 128694-63-3, name is 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Methyl-3-(trifluoromethyl)-1H-pyrazole-5-carboxylic acid

Synthesis of 1-methyl-3-(trifluoromethyl)-1 H-pyrazole-5-carboxamide[0230] 1-Methyl-3-(trifluoromethyl)-1 H-pyrazole-5-carboxylic acid (4.85 g) and dimethylformamide (0.04 g) were dissolved in dichloromethane (80 ml), and a dichloromethane solution (20 ml) of oxalyl chloride (3.33 g) was dropped thereon. The mixture was stirred at room temperature for 1 hour, and then, the solvent was concentrated. The residue was dissolved in dichloromethane (15 ml), and a mixed solution of 28% ammonia water (15.2 g) and dichloromethane (25 ml) was added thereto at 0C. The mixture was stirred at room temperature for 1 hour, and then, the organic layer was separated and dried over anhydrous magnesium sulfate. The solvent was concentrated to obtain crude 1-methyl-3- (trifluoromethyl)-1 H-pyrazole-5-carboxamide (4.29 g).

According to the analysis of related databases, 128694-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AG; YONETA, Yasushi; ISHIKAWA, Koichi; SHIMOJO, Eiichi; ICHIHARA, Teruyuki; ATAKA, Masashi; SHIBUYA, Katsuhiko; WO2012/25460; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 151521-41-4, 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. 151521-41-4, name is 4-Propyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

(B) In the same manner as described in the step (B) of Reference Example 11, 5.0 g of N-(4-n-propyl-1H-pyrazol-3-yl)propionamidoxime was obtained from 9.0 g of 3-amino-4-n-propyl-1H-pyrazole and 13 g of triethyl orthopropionate.

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, 4-Propyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5475114; (1995); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 19959-77-4, name is 2-(5-Methyl-1H-pyrazol-3-yl)pyridine, molecular formula is C9H9N3, 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. Recommanded Product: 19959-77-4

Solid HL (15.9 mg, 0.10 mmol) and CuCl22H2O (16.8 mg,0.10 mmol) were separated into two arms of an H-tube, whichwas filled with ethanol or acetone solution and subsequentlysealed with thin film. Dark blue block crystals of complex 1 wereobtained after two weeks. The crystals were washed with n-hexane2 3 times, then dried in a vacuum. Yield: 27.3 mg (53%). M.p.>300 C. Anal. Calc. for C18H16N6Cl2Cu2 (FW, 514.3): C, 42.03; H,3.14; N, 16.34. Found: C, 42.34; H, 3.54; N, 16.28%. Selected IR data(cm-1, KBr): 3525 (b, s); 3080 (w); 2923 (w); 1610 (vs m(CN));1565 (m, m(CC)); 1492 (m); 1457 (vs d(CH3)); 1400 (m); 1336(m); 1285 (m); 1177 (m); 1152 (m); 1115 (m); 1088 (m); 1053(m); 985 (m); 897 (m); 782 (vs); 748 (m); 683 (m); 648 (m); 532(w).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19959-77-4, its application will become more common.

Reference:
Article; Yang, Feng-Lei; Zhu, Guang-Zhou; Liang, Bei-Bei; Shi, Yan-Hui; Li, Xiu-Ling; Polyhedron; vol. 128; (2017); p. 104 – 111;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 873191-23-2, These common heterocyclic compound, 873191-23-2, name is 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole, 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.

D4 (70 mg,0.20 mmol), C3 (37 mg, 0.20 mmol), and potassium carbonate (30 mg, 0.22 mmol) werestirred in dimethylformamide at room temperature overnight. The reaction mixture waspartitioned between 4:1 ether:dichloromethane and water. The organic layer was washedwith water and brine. It was dried over magnesium sulfate, filtered, then concentrated invacua. Purified by chromatography (2% to 5% methanol with 0.1% ammonium hydroxide indichloromethane), yielding 55 mg of D5.

Statistics shows that 5-(Bromomethyl)-1,3-dimethyl-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 873191-23-2.

Reference:
Patent; AMGEN SF, LLC; WO2006/4925; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1001020-13-8, name is (3-Trifluoromethyl-1H-pyrazol-4-yl)methanol, 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 1001020-13-8, category: pyrazoles-derivatives

(3-(Trifluoromethyl)-1H-pyrazol-4-yl)methanol (54.00 g, 0.325 mol) was suspended in toluene (2 L). MnO2 (113.00 g, 1.30 mol) and 4 molecular sieve powder (54.00 g) were added. The reaction mixture was stirred at reflux under nitrogen with a Dean-Stark trap for 5.5 h. The resulting mixture was filtered hot and the cake allowed to cool before washing with 1:1 DCM:MeOH solution (3×500 mL). The combined filtrates were concentrated in vacuo to give the desired product (54.00 g, 0.329 mol, 100%).1H NMR (400 MHz, DMSO): delta 8.72 (s, 1H), 9.91 (s, 1H)

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; N.V. Organon; US2009/131455; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 3273-44-7, The chemical industry reduces the impact on the environment during synthesis 3273-44-7, name is 5-Methyl-1H-pyrazole-3-carbaldehyde, I believe this compound will play a more active role in future production and life.

A mixture of 5,6-diamino-l-(2-methoxy-ethyl)-3,3-dimethyl-l,3-dihydro-indol-2- one (210mg, 0.842mmol), 5-methyl-lH-pyrazole-3-carbaldehyde (prepared according to Tetrahedron 1995, 51(16), 4779-800; 93mg, 0.842mmol) and sulfur (29.7mg, 0.926mmol) in N,N-dimethylformamide (DMF) (6ml) was heated at1600C for 65 minutes. After cooling to room temperature the reaction mixture was poured into water (40ml). After stirring for 60 minutes at 00C the precipitate was filtered off, washed with water and dissolved in ethyl acetate. The aqueous mother liquid was extracted with ethyl acetate and the combined organic phases were dried over magnesium sulfate. The solvent was removed under reduced pressure und the residue dried in vacuo to yield 186mg 5-(2-methoxy-ethyl)-7,7-dimethyl-2-(5- methyl-lH-pyrazol-3-yl)-5,7-dihydro-3H-imidazo[4,5-f] indol-6-one (65%). MS: M = 340.2 (ESI+) 1H-NMR (400 MHz, Dn-DMSO): delta (ppm) = 1.31 (s, 6H), 2.31 (s, 3H), 3.25 (s, 3H), 3.59 (t, 2H), 3.89 (t, 2H), 6.56 (s, IH), 7.03 and 7.25 (bm, IH), 7.35 and 7.55 (bm, IH), 12.59 (m, IH), 12.88 (m, IH)

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/68465; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 107862-65-7,Some common heterocyclic compound, 107862-65-7, name is 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, molecular formula is C6H8N2, 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 5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (150 mg, 1.39 mmol) and sodium acetate (114 mg, 1.39 mmol) in acetic acid (1.5 mL) at 0 C. was added bromine (197.5 mg, 1.25 mmol). After 10 minutes, the reaction mixture was neutralized with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (3×20 mL). The organic layers were combined, washed with 5% Na2S2O4, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel (PE: EtOAc=6:1 to 4:1) to give the title compound (120 mg, yield 46.4%) as white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,6-Dihydro-4H-pyrrolo[1,2-b]pyrazole, its application will become more common.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 3273-44-7, 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. 3273-44-7 name is 5-Methyl-1H-pyrazole-3-carbaldehyde, 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.

General procedure: To a suspension of 5-methyl-1H-pyrazole-3-carbaldehyde (18; 2-6 equiv) in anhydrous THF (10 mL) (in the case of the synthesis of 1) or MeOH (in the case of the synthesis of 2-5 and 11), the corresponding derivative bearing one to three amino groups (17,21 25-289d,11 or 36,4c see Scheme 1 and Scheme 2) (1 equiv), dissolved in anhydrous MeOH (5 mL), was added. The resulting mixture was heated at reflux until a clear solution resulted and then stirred at r.t. (up to 4 days, TLC analysis). The resulting imines were reduced without further purification by addition of NaBH4 (3-9 equiv) in portions. After complete addition of the reducing agent, the reaction mixture was stirred for 24 h at r.t. and then the solvent was removed under reduced pressure. The residue was suspended in CHCl3-H2O (1:1, 10 mL) and stirred for 12 h at r.t. The resulting suspension was extracted with CHCl3 (3 × 20 mL), dried over MgSO4, and the solvent was removed. The crude product was purified by column chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methyl-1H-pyrazole-3-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Koch, Niklas; Seichter, Wilhelm; Mazik, Monika; Synthesis; vol. 48; 17; (2016); p. 2757 – 2767;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 20157-44-2, 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 20157-44-2 as follows.

To a 10 mL sealed tube was placed substrate 1j (47.5 mg, 0.3 mmol, 1.0 equiv), and then the tube wasevacuated and backfilled with argon (x3). To the reaction tube were added 0.15 mL of toluene (2.0 M),norbornene (141.2 mg, 1.5 mmol, 5.0 equiv), RuH2(CO)(PPh3)3 (2.8 mg, 0.003 mmol, 1 mol%), andHSiEt3 (174.4 mg, 0.24 mL, 1.5 mmol, 5.0 equiv). The system was closed and stirred at 100 C for 20 h.After removal of the solvent under reduced pressure, the yield of arylsilane 2j was determined by 1HNMR analysis using 1,1,2,2-tetrachloroethane as an internal standard.

According to the analysis of related databases, 20157-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mita, Tsuyoshi; Tanaka, Hiroyuki; Michigami, Kenichi; Sato, Yoshihiro; Synlett; vol. 25; 9; (2014); p. 1291 – 1294;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 54385-49-8, 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. 54385-49-8 name is 5-Amino-1H-pyrazole-3,4-dicarbonitrile, 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.

5-Amino-lH-pyrazole-3,4-dicarbonitrile (7.6 g, 57 mmol) was suspended in trimethylorthoformate (60 mL) in a round bottom flask fitted with a stirbar and reflux condenser. The flask was placed in an oil bath and the mixture was heated at reflux overnight. After cooling to rt the following morning, the reaction solution was concentrated under reduced pressure to afford an orange oil. The oil was dried under high vacuum with stirring for 2h. The residue was dissolved in MeOH (25 mL) and cooled under nitrogen in an ice-water bath. A solution of ammonia in MeOH (7.0 M, 65 mL, 460 mmol) was added. The resulting slightly opaque solution was warmed to rt and stirred overnight. The solids produced were isolated by suction filtration, washed with MeOH and dried under suction. The tan powder was transferred to a round bottom flask and dried under high vacuum and used without further purification (6.20 g, 68%, 2 steps). LCMS (AA): m/z 161 (M+H); 1H MR (300 MHz, i-DMSO) delta 8.04 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1H-pyrazole-3,4-dicarbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; ADHIKARI, Sharmila; CALDERWOOD, Emily, Frances; ENGLAND, Dylan, Bradley; GOULD, Alexandra, E.; HARRISON, Sean, J.; HUANG, Shih-Chung; MA, Liting; (316 pag.)WO2018/89786; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics