Tag: M.W:200-300

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. 37687-24-4, name is Diethyl 3,5-pyrazoledicarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Diethyl 3,5-pyrazoledicarboxylate

Crude 2-chloro-l-(l-(4-methoxybenzyl)-lH-pyrazol- 4-yl)ethanone (7.1 g, 21 mmol) was dissolved in acetonitrile (100 mL). Diethyl lH-pyrazole-3,5- dicarboxylate (4.6 g, 21 mmol) was added, followed by K2CO3 (5.9 g, 43 mmol), and the reaction mixture was stirred at 45 C for 1 h. The reaction mixture was cooled to ambient temperature, diluted with EtOAc, filtered, and concentrated. The residue was purified over silica gel to afford the title compound (8.7 g, 92% yield) as a white solid

According to the analysis of related databases, 37687-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANDREWS, Steven W.; BLAKE, James F.; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MORENO, David A.; REN, Li; WALLS, Shane M.; (421 pag.)WO2018/136661; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 88095-61-8, A common heterocyclic compound, 88095-61-8, name is 1-Benzyl-4-nitro-1H-pyrazole, molecular formula is C10H9N3O2, 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.

b) 1-Benzyl-1H-pyrazol-4-ylamine A mixture of 1-benzyl-4-nitro-1H-pyrazole (33 mg, 0.162 mmol) and 10% Pd/C (10 mg) was stirred under an hydrogen atmosphere at rt for 12 h. The catalyst was filtered off, washed with methanol and the solvent was removed under reduced pressure to give the title compound as dark brown oil (27.4 mg, 97%). MS ISP (m/e): 174.2.3 (100) [(M+H)+].

The synthetic route of 88095-61-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Jolidon, Synese; Limberg, Anja; Luebbers, Thomas; US2010/120874; (2010); A1;,
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 155377-19-8 as follows. Formula: C7H7F3N2O2

A. N-(ADAMANTAN- 1 -YLMETHYL)- 1 -(4-AMINO-5-FLUOROPYRIMIDIN-2-YL)-3 – (TRIFLUOROMETHYL)- lH-PYRAZOLE-4-CARBOXAMIDE (COMPOUND 1); Step 1. Trifluoromethyl-lH-pyrazole-4-carboxylic acid; NaOH (3 mL, 10 N) is added to a solution of 3-trifluoromethyl-lH-pyrazole-4- carboxylic acid ethyl ester (5.0 g, 24 mmol) in MeOH (25 mL) at RT. The mixture is heated to 40 C for 3 h. The solvent is removed to dryness. H2O is added. The solution is acidified with 2N HCl to pH = 6 to afford the title compound as an off-white solid.

According to the analysis of related databases, 155377-19-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROGEN CORPORATION; WO2009/12482; (2009); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-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 39806-90-1, Safety of 4-Iodo-1-methyl-1H-pyrazole

tert-butyl 3 ,8-diazabicyclo [3.2.1 ]octane-3-carboxylate (250 mg, 1.18 mmol), 4-iodo- 1-methyl- 1H-pyrazole (0.32 g, 1.5 mmol), sodium 2-methylpropan-2-olate (0.17 g, 1.8 mmol), methanesulfonato(2-dicyclohexylphosphino-2?,6?-di-i-propoxy- 1,1 ?-biphenyl)(2?-amino- 1,1biphenyl-2-yl)palladium(II) (0.10 g, 0.12 mmol) and toluene (4 mL) were charged in a vial. The headspace was flushed with nitrogen and the reaction mixture was degassed using 4 cycles of vacuum and nitrogen refilling. The reaction was heated at 110 C for 24 h then cooled to room temperature. Silica gel was added and the solvent was removed under vacuum. The desired product was purified by silica gel chromatography (eluting with hexanes/ ethyl acetate methanol). The title compound was obtained as a solid (350 rng). LCMS M/Z (M+H) 293.

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

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; COTE, Alexandre; CRAWFORD, Terry; DUPLESSIS, Martin; GOOD, Andrew, Charles; LEBLANC, Yves; MAGNUSON, Steven, R.; NASVESCHUK, Christopher, G.; ROMERO, F. Anthony; TANG, Yong; TAYLOR, Alexander, M.; (271 pag.)WO2016/138114; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 155377-19-8, 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. 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 54; 2-(2-(4-(dimethylamino)methyl)-3-(trifluoromethyl)pyrazol-1-yl)acetamido)-4, 5,6,7- tetrahydrobenzof/?1thiophene-3-carboxamidea) (3-(trifluoromethyl)-7H-pyrazol-4-yl)methanolEthyl 3-(trifluoromethyl)-1 H-pyrazole-4-carboxylate (5.00 g, 24 mmol) was dissolved in dry THF (5OmL). LiAIH4 (912 mg, 24.4 mmol) was added portionwise with care. The reaction mixture was stirred at RT for 3 h. MeOH (50 mL) was added dropwise and stirring continued for 30 min before concentrating in vacuo to give an off white solid. EtOAc (50 mL) was added and the solid was stirred for 30 min before filtering. The filtrate was concentrated and this procedure was repeated 4 times before the filtrates, after concentration in vacuo, were combined and purified by flash column chromatography (silica gel; eluent EtOAc: heptane, 4:1) to give the desired product (2.1 g, 12.6 mmol, 53%).1 H NMR (400MHz, CD3OD): delta 4.65 (s, 2H), 7.63 (s, 1 H)

The synthetic route of Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; WO2008/3452; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 39806-90-1, name is 4-Iodo-1-methyl-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 39806-90-1, Recommanded Product: 39806-90-1

A mixture of 2-(3-{3-[5-benzyloxy-2-ethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)phenoxy]propoxy}-2-propylphenoxy)benzoic acid methyl ester (1.00 g, 1.47 mmol), 4-iodo-1-methylpyrazole (450 mg, 2.16 mmol), cesium carbonate (1.20 g, 3.62 mmol), and PdCl2(dppf) (72 mg, 0.088 mmol) in de-oxygenated toluene (35 mL) was heated at 100 C. for 24 h. Additional portions of 4-iodo-1-methylpyrazole (~30 mg) and PdCl2(dppf) (~30 mg) were added and heating continued at 100 C. for 40 h. The mixture was cooled to room temperature, concentrated in vacuo, diluted with methylene chloride, and filtered down a short plug of silica gel. The filtrate was concentrated in vacuo. Chromatography (silica gel, 35% ethyl acetate/65% hexane to 65% ethyl acetate/35% hexane) of the residue provided 710 mg (76%) of the title compound. 1H NMR (CDCl3) delta 7.86 (dd, J=8, 2 Hz, 1H), 7.80 (s, 1H), 7.69 (s, 1H), 7.37 (m, 6H), 7.28 (s, 1H), 7.09 (d, J=9 Hz, 1H), 7.04 (d, J=9 Hz, 1H), 6.78 (d, J=9 Hz, 1H), 6.67 (d, J=9 Hz, 1H), 6.56 (s, 1H), 6.42 (d, J=8 Hz, 1H), 5.08 (s, 2H), 4.18 (t, J=6 Hz, 2H), 4.15 (t, J=6 Hz, 2H), 3.85 (s, 3H), 3.81 (s, 3H), 2.63 (t, J=8 Hz, 2H), 2.59 (q, J=7 Hz, 2H), 2.30 (quintet, J=6 Hz, 2H), 1.55 (hextet, J=8 Hz, 2H), 1.23 (t, J=7 Hz, 3H), 0.89 (t, J=7 Hz, 3H).

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; Eli Lilly and Company; US6797723; (2004); B1;,
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. 179692-08-1, name is Ethyl 4-iodo-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Safety of Ethyl 4-iodo-1H-pyrazole-5-carboxylate

60% sodium hydride (99 mg) was added to a solution of the compound 0215-2 (0.50 g) and iodomethane (0.23 mL) in tetrahydrofuran (2.0 mL) at 0C, and the mixture was stirred at room temperature for 0.5 hours. To the reaction solution, a saturated aqueous ammonium chloride solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and then dried over sodium sulfate. The solvent was removed under reduced pressure and the obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain a compound 0215-2 (0.37 g) as a colorless oily substance. – Synthesis of Compound 0219 – (Synthesis of Compound 0219-1) The same method as in Example 215 except for using (2-(trimethylsilyl)ethoxy)methyl chloride instead of iodomethane used for the synthesis of the compound 0215-2 in Example 215 was used to obtain a compound 0219-1 (0.273 g) as a position isomer mixture (colorless oily substance). (Synthesis of Compound 0219-2) The same method as in Example 214 except for using the compound 0219-1 instead of tert-butyl 4-(4-iodo-1H-pyrazol-1-yl)piperidine-1-carboxylate used for the synthesis of the compound 0214-2 in Example 214 was used to obtain a compound 0219-2 (0.22 g) as a position isomer mixture (pale yellow solid). MS m/z (M+H): 525. A 1 M aluminum lithium hydride solution in diethylether (24 muL) was added to a solution of the compound 0215 (5.0 mg) in tetrahydrofuran (1.0 mL) at room temperature, and the mixture was stirred for 0.5 hours. To the reaction solution, a saturated aqueous ammonium chloride solution and methanol were added, and the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform-methanol) to obtain a compound 0216 (4.5 mg). (Synthesis of Compound 0219-3) The same method as in Example 216 except for using the compound 0219-2 instead of the compound 0215 used for the synthesis of the compound 0216 in Example 216 was used to obtain a compound 0219-3 (59 mg) as a position isomer mixture (brown solid). MS m/z (M+H): 483.

The synthetic route of 179692-08-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIFILM Corporation; FURUYAMA, Hidetomo; KURIHARA, Hideki; FURUYA, Kentarou; TERAO, Takahiro; SEKINE, Shinichirou; NAKAGAWA, Daisuke; EP2727920; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

92525-10-5, name is 3-Iodo-1-methyl-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. Safety of 3-Iodo-1-methyl-1H-pyrazole

A) A solution of 3-iodo-1-methyl-1H-pyrazole (200 mg), 3,3-dimethylpyrrolidin-2-one (109 mg), copper(I) iodide (73 mg), N1,N2-dimethylethane-1,2-diamine (0.083 mL) and tripotassium phosphate (408 mg) in cyclopentyl methyl ether (4 mL) was stirred overnight at 120 C. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (170 mg). MS (ESI+): [M+H]+: 194.1

The synthetic route of 92525-10-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; Yoshida, Masato; TAKAMI, Kazuaki; TOMINARI, Yusuke; SHIOKAWA, Zenyu; SHIBUYA, Akito; SASAKI, Yusuke; GIBSON, Tony; TAKAGI, Terufumi; US2015/133451; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 155377-19-8, The chemical industry reduces the impact on the environment during synthesis 155377-19-8, name is Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Example 54; 2-(2-(4-(dimethylamino)methyl)-3-(trifluoromethyl)pyrazol-1-yl)acetamido)-4, 5,6,7- tetrahydrobenzof/?1thiophene-3-carboxamidea) (3-(trifluoromethyl)-7H-pyrazol-4-yl)methanolEthyl 3-(trifluoromethyl)-1 H-pyrazole-4-carboxylate (5.00 g, 24 mmol) was dissolved in dry THF (5OmL). LiAIH4 (912 mg, 24.4 mmol) was added portionwise with care. The reaction mixture was stirred at RT for 3 h. MeOH (50 mL) was added dropwise and stirring continued for 30 min before concentrating in vacuo to give an off white solid. EtOAc (50 mL) was added and the solid was stirred for 30 min before filtering. The filtrate was concentrated and this procedure was repeated 4 times before the filtrates, after concentration in vacuo, were combined and purified by flash column chromatography (silica gel; eluent EtOAc: heptane, 4:1) to give the desired product (2.1 g, 12.6 mmol, 53%).1 H NMR (400MHz, CD3OD): delta 4.65 (s, 2H), 7.63 (s, 1 H)

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, Ethyl 3-(trifluoromethyl)pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; WO2008/3452; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 1145-01-3, 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. 1145-01-3 name is 3,5-Diphenyl-1H-pyrazole, 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.

A solution of ethyl 3,5-diphenyl-1-hydro-pyrazole (0.20 mmol ), alpha-diazo-1-phenyl-1,3-butanedione ( 0.25 mmol) was added in a 2 5 mL Schrocker tube at room temperature.[Cp * RhCl2] 2 (0·01 mmol), AgSbF6 (0.04 mmol) and tetrahydrofuran (2.00 mL) were added and argon was bubbled through argon for 2 minutes. Stir at 60 C for 24 hours. The reaction was stopped and concentrated under reduced pressure to give a crude product. Finally, rinsed with a mixture of petroleum ether and ethyl acetate, and the column chromatography was rapidly subjected to column chromatography to give the corresponding nitrogen-containing fused heterocyclic compound (83 mg in white, 92% yield).

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

Reference:
Patent; Shenyang Normal University; Yang Xiaobo; Wu Songxiao; Jie Jiyang; Li Haoyi; (18 pag.)CN106946877; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics