Category: pyrazoles-derivatives

1157012-67-3, name is 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-5-amine, 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. Formula: C8H13N3O

1005451 To a mixture of 2-(tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamine (5.34 g, 32 mmol) in EtOH (150 mL) was added 2-ethoxymethylene-malonic acid diethyl ester (8.29 g, 38.4 mmol). The resulting mixture was stirred at 80 C overnight. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (from 100% PE to PE/EA = 25/1) to afford 2-{[2-(tetrahydro-pyran-4-yl)-2H-pyrazol-3-ylamino]-methylene}malonic acid diethyl ester (430 mg, two-step yield: 3%) as a white solid. MS: m/z 338.1 (M+H).

The synthetic route of 1157012-67-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 3273-44-7 as follows. Safety of 5-Methyl-1H-pyrazole-3-carbaldehyde

Example 1 Preparation of 5-methyl-3-[2-(4-phenylpiperazin-1-yl)ethyl]aminomethylpyrazole [Compound 1]; 4-phenylpiperazin-1-ylethylamine (50 mg, 0.208 mmol) and 5-methylpyrazole-3-carbaldehyde(25.24 mg, 0.104 mmol) were dissolved in 5 ml of purified CH2Cl2, and then 4 A Molecular sieve (5 beads) was added thereto and was stirred for 12 hours at room temperature. Then, NaBH(OAc)3 (66.28 mg, 0.313 mmol) was added thereto and was stirred for 1 hour at room temperature. The reaction progress and completion were confirmed using TLC (CH2Cl2 : MeOH = 5 : 1). Upon completion of the reaction, water was added to the reaction mixture and the aqueous layer was extracted with CH2Cl2. The organic layer was dried over anhydrous MgSO4, filtered and concentrated under reduced pressure. The concentrate was separated by column chromatography (CH2Cl2 : MeOH = 10 : 1) to obtain the titled compound. Yield: 52.2%. 1H NMR (300 MHz, CDCl3) delta 7.27 (m, 2H), 6.82-6.95 (m, 3H), 6.17 (s, 1H), 4.56 (brs, 1H), 4.01 (s, 2H), 3.17 (t, J = 4.8 Hz, 4H), 3.03 (t, J = 5.8 Hz, 2H), 2.53-2.57 (m, 5H), 2.61 (t, J = 4.8 Hz, 4H).

According to the analysis of related databases, 3273-44-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Korea Institute of Science and Technology; EP1757590; (2007); 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. 59843-75-3, name is 3-(p-Tolyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 59843-75-3

EXAMPLE 24 N,N,alpha-Trimethyl-3-(p-tolyl)pyrazole-1-acetamide Following the procedure of Example 1, but substituting 3-(p-tolyl)pyrazole for 4-methyl-3-phenylpyrazole there was obtained N,N,alpha-trimethyl-3-(p-tolyl)pyrazole-1-acetamide having a melting point of 79-82 C. Analysis: Calc’d. for C15 H19 N3 O: C, 70.00; H, 7.44; N, 16.33. Found: C, 70.24; H, 7.29; N, 16.60.

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; The Upjohn Company; US4072498; (1978); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 5744-68-3,Some common heterocyclic compound, 5744-68-3, name is 5-Bromo-3-methyl-1H-pyrazole, molecular formula is C4H5BrN2, 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.

Compound IV was run in acetonitrile, pyridine,With the compound iodobenzene nucleophilic substitution reaction preparation of compound III,

The synthetic route of 5744-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PUYER (Nantong) Biopharma Co.,Ltd; WANG, LIN; (12 pag.)CN106349237; (2017); A;,
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. 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