New downstream synthetic route of 28466-26-4

According to the analysis of related databases, 28466-26-4, the application of this compound in the production field has become more and more popular.

Synthetic Route of 28466-26-4, 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 28466-26-4 as follows.

To a solution of 1H-pyrazol-4-amine (300 mg, 95% purity, 3.43 mmol) in acetonitrile(17 mL) were added 2,2-difluoroethyl trifluoromethanesulfonate (690 p1, 5.1 mmol, CASRN 74427-22-8), powdered potassium carbonate (1 .06 g, 7.65 mmol), and triethylamine (720 pL, 5.1 mmol). The mixture was heated to 12000 overnight. For work-up, it was filtered, and the solid was rinsed with ethyl acetate. Concentraction of the filtrate in vacuo followed by flash chromatography led to the title compound (505 mg, 90% yield, 90%purity).LC-MS (Method B): Rt = 0.43 mm MS (ESIpos): mlz = 148 (M–H)1HNMR (400MHz, DMSO-d6) oe [ppm]: 3.23 (tdd, 2H), 4.72 (t, 1H), 6.05 (tt, 1H), 7.12 (s,2H), 12.10 (s, 1H).

According to the analysis of related databases, 28466-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
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Introduction of a new synthetic route about Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate

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.

Adding a certain compound to certain chemical reactions, such as: 138907-68-3, name is Ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate, 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 138907-68-3, COA of Formula: C12H12FN3O2

PREPARATION G Ethyl 1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate A stirred suspension of ethyl 5-amino-1-(4-fluoro-phenyl)-1H-pyrazole-4-carboxylate (7.48 g, 30.0 mmole), prepared as described in Preparation A, above, and isopentyl nitrite (7.03 g, 60.0 mmole) in 80 ml of tetrahydrofuran was refluxed for twenty-four hours and then evaporated in vacuo. The residue was triturated with 50 ml of methanol and filtered to furnish 5.18 g (74% yield) of off-white solid. The sample was recrystallized from ethanol, m.p. 119-21 C. Analysis: Calculated for C12 H11 FN2 O2: C, 61.53; H, 4.73; N, 11.96%. Found: C, 61.41; H, 4.51; N, 11.95%.

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; Pfizer Inc.; US5064851; (1991); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Extended knowledge of 151049-87-5

According to the analysis of related databases, 151049-87-5, the application of this compound in the production field has become more and more popular.

Electric Literature of 151049-87-5, 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 151049-87-5 as follows.

dihydroquinolin- I (211)-yl)-N-methyl- I -(tetrahydro-2H-pyran-4-yI)-6,7-dihydro- I Hpyrazolo[4,3-c}pyridine-5(4H)-carboxamide (Intermediate S. 100 mg, 0.2 mmol) in THF (2.5 mL) and water (0.5 mL) was added chloro(2-dicyclohexylphosphino-2?,4,6?-tri-i-propy1-i,1?-biphenyl)(2?-amino-1,1?-biphenyl-2-yl) palladium (II) (16 mg, 0.02 mmol), 2- (dicyclohexylphosphino)-2?,4?,6?-triisopropylbiphenyl (9 mg, 0.02 mmol), 3 -bromo- 1-methyl- pyrazole (48 mg, 0.3 mmol) and Na2CO3 (42 mg, 0.4 mmol). The reaction was heated to 60C for 16 h under a nitrogen atmosphere. After cooling the reaction to room temperature, the mixture was concentrated in vacuo. DCM (50 mL) was added and the mixture was washedwith water (30 mL x 3) and brine (30 mL). The organic layer was dried over anhydrousNa2SO4, filtered and concentrated in vacuo. The crude residue was purified by reverse phasechromatography (acetonitrile 40-70% / 0.05% NH4OH in water) to give the title compound(11 mg, 11%) as a white solid. 111 NMR (400 MHz, DM80-cl6) 6 7.73 (d, Jr 2.0 Hz, IH),7.44 (t,J 55.6 Hz, IH), 7.32 (s, lH), 6.86 (s, 111), 6.55 (d,Jr 4.0 Hz, IH), 6.46 (s, 1H),4.33 -4.23 (m, IH), 4.02 (s, 211), 3.95 – 3.93 (m, 211), 3.86 (s, 311), 3.61 – 3.58 (m, 414), 3.48-3.42 (m, 211), 2.89-2.71 (m, 4H), 2.53 (d,J= 4,4 Hz, 3H), 2.01 – 1.93 (m, 4H), 1.82- 1.80 (m, 211). LCMS M/Z (M+H) 526.

According to the analysis of related databases, 151049-87-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
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Simple exploration of C5H9N3

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.

Synthetic Route of 35100-92-6, A common heterocyclic compound, 35100-92-6, name is 1,5-Dimethyl-1H-pyrazol-3-amine, molecular formula is C5H9N3, 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.

Example 2.01 2- [ [2- [(1 ,5-Dimethylpyrazol-3-yl)aminol -5-(trifluoromethyl)-4-pyridyll aminol -N- methyl-benzamide l,5-Dimethylpyrazol-3-amine (50.6 mg, 0.45 mmol), 2-[[2-chloro-5- (trifluoromethyl)pyridin-4-yl] amino] -N-methylbenzamide (100 mg, 0.30 mmol), sodium te/t-butoxide (43.7 mg, 0.45 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (35.1 mg, 0.06 mmol) and bis(dibenzylideneacetone)palladium (27.8 mg, 0.048 mmol) were suspended in dioxane (3 mL) and the mixture heated at 1500C for 30 minutes in a microwave reactor. The mixture was allowed to cool to room temperature and then loaded onto an SCX column. The mixture was eluted first with MeOH and then with a solution of 7N NH3 in MeOH. Fractions containing product were combined and then evaporated. The residue was purified by preparative HPLC and fractions containing product were combined and evaporated to leave example 2.01 (28.4 mg, 23% yield); 1H NMR spectrum: (300 MHz, DMSO) delta 2.18 (3H, s), 2.77 (3H, d), 3.55 (3H, s), 5.93 (IH, s), 7.08 – 7.11 (IH, m), 7.52 – 7.55 (IH, m), 7.61 – 7.63 (2H, m), 7.69 – 7.72 (IH, m), 8.21 (IH, d), 8.64 (IH, q), 9.36 (IH, s), 10.25 (IH, s); Mass spectrum: m/z (ESI+) (M+H)+ = 405.07.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 398495-65-3

The synthetic route of 398495-65-3 has been constantly updated, and we look forward to future research findings.

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. 398495-65-3, name is 5-tert-Butyl 1-ethyl 3-aminopyrrolo[3,4-c]pyrazole-1,5(4H,6H)-dicarboxylate, A new synthetic method of this compound is introduced below., Formula: C13H20N4O4

Synthesis of compound 11b Compound 9b (200 mg, 0.67 mmol), and DIPEA (103 mg, 0.8 mmol) were dissolved in dichloromethane (25 ml), and cool down with ice water; 4-(chloromethyl)benzoyl chloride (compound 10b: 151 mg, 0.8 mmol) was dissolved in dichloromethane (25 ml), add drops at 0-5 C to the reaction solution, rise to the room temperature, and stir for 16 hours, vacuum evaporate the reaction solution and dissolve the residue with ethyl acetate, and wash the organic phase with water, dry the organic phase with sodium sulfate, evaporate the solvent with lower pressure, purify the residue with silica gel layer chromatography (ethyl acetate: petroleum ester=1:2), to give the yellow solid(compound 11b: 220 mg, 73% yield). 1H NMR (400 MHz, CD3OD) delta 7.98 (d, J=8.4 Hz, 2H). 7.60 (d, J=7.6 Hz, 2H). 4.74 (s, 2H), 4.69 (s, 4H), 4.50 (q, J=7.2 Hz, 2H), 1.55 (s, 9H), 1.45 (t, J=7.2 Hz, 3H).

The synthetic route of 398495-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu University; ZHENG, Zhebin; (36 pag.)EP3133069; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The origin of a common compound about tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 152120-54-2.

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. 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate

[0271] A 10 mL round-bottom flask equipped with a stir bar was charged with an amine- terminated norbornene (2-(2-aminoethyl)-3a,4,7,7a-tetrahydro-lH-4,7-methanoi-soindole-l,3- (2H)-dione) (70 mg, 0.24 mmol, 1 equiv), which was prepared and dissolved in 4.5 mL of dry DMF under 2 (g). To this was added N,N-bis(boc)-l-guanylpyrazole (105 mg, 0.34 mmol, 1 equiv) and diisopropylethylamine (120 mu, 0.68 mmol, 2 equiv). The reaction mixture was stirred at room temperature for 12 h. The solution was concentrated to dryness and re-suspended in 25 mL of CH2CI2, then washed with water (*3) and then brine. The CH2CI2 layer was collected, dried over Na2S04 (s) and concentrated to dryness. The material was then purified by flash column chromatography on silica gel (33% EtOAC in hexanes) to yield a white powder in 92% yield (140 mg, 0.31 mmol) R 0.37 (33% EtOAc in hexanes): lH NMR (400 MHz, CDC13, 298 K) 511.43 ppm (1H, b), 8.45 (1H, b), 6.27 (2H, t, J = 1.5 Hz), 3.71 (2H, dd, J = 7.0, 4.4), 3.64 (2H, m), 3.25 (2H, d, J = 1.5 Hz), 2.7 (2H, m), 1.51 (1H, d, J = 1.1 Hz), 1.48 (9H, s), 1.47 (9H, s), 1.25 (1H, d, J = 1.8 Hz); 13C NMR (100 MHz, CDC13, 298 K) delta 178.1, 157.0, 156.6, 153.0, 137.9, 137.7, 83.3, 79.5, 48.0, 45.0, 43.1, 40.0, 38.0, 28.3, 28.1 ; High-resolution MS analysis (ESI-TOFMS) m/z calculated 449.2395, found 449.2394.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 152120-54-2.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BLUM, Angela, P.; KAMMEYER, Jacquelin, K.; GIANNESCHI, Nathan, C.; (204 pag.)WO2016/23036; (2016); A1;,
Pyrazole – Wikipedia,
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Introduction of a new synthetic route about C4H5IN2

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-Iodo-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 39806-90-1, The chemical industry reduces the impact on the environment during synthesis 39806-90-1, name is 4-Iodo-1-methyl-1H-pyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 4-iodo-1-methyl-1H-pyrazole (55 gm, 0.264 moles) in N,N-dimethylacetamide (100 ml) was added potassium ferrocyanide (24.5 gm, 0.058 moles), palladium (II) acetate (0.592 gm, 0.0026 moles) and sodium carbonate (27.98 gm, 0.264 moles). The reaction mixture was evacuated and backfilled with nitrogen (3 times). The mixture was stirred for 12 hour at 90-110 C. Progress of the reaction was monitored by HPLC. The reaction mixture was cooled to 20-30 C., to this added DI water (500 ml), ethyl acetate (500 ml) and stirred for 1 hour at 20-30 C. The reaction mixture was filtered through pad of celite. The organic layer was separated and aqueous layer was extracted with ethyl acetate (200 ml), stirred for 15 min and separated the final aqueous layer and organic layer. The organic layer was washed with brine solution (200 ml). Ethyl acetate was recovered at reduced pressure at 60-70 C. The mixture was degassed for 2 hour at reduced pressure at 60-70 C., cooled the mixture to 20-30 C. Hexane (400 ml) was added to the mixture and stirred for 1 hour at 20-30 C. The solid product obtained was filtered off, washed with cold DI water (100 ml) and dried at 40-50 C. to yield the product, 1-methyl-1H-pyrazole-4-carbonitrile.

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-Iodo-1-methyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RALLIS INDIA LIMITED; Pawar, Jivan Dhanraj; Palimkar, Sanjay Sambhajirao; Sankar, B.; Kadam, Subhash Rajaram; Hindupur, Rama Mohan; Prabhu, Venkatesh M.; Pati, Hari Narayan; Suphala, Vadiraj Gopinath; Mane, Avinash Sheshrao; US2015/112063; (2015); A1;,
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Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1904-31-0

Statistics shows that 1-Methyl-1H-pyrazol-3-amine is playing an increasingly important role. we look forward to future research findings about 1904-31-0.

Application of 1904-31-0, These common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, 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.

Example 149:; 4-(4-Dimethylcarbamoyl-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1 -methyl-1 H-pyrazol-3-yl)-amide; To a solution of 4-(4-dimethylcarbamoyl-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofurapi-6-carboxylic acid (149c) (130 mg, 0.366 mmol), 3-amino-1-methyl-pyrazole (71.1 mg, 0.732 mmol) and triethylamine (0.102 ml, 0.732 mmol) in 3 mL of DMF was added HATU (278 mg, 0.732 mmol). The mixture was stirred at 500C for 2 hr, quenched with water, extracted with 3XEtOAc. The combined organic layer was washed with 2XH2O, dried with Na2SO4, concentrated and purified by Biotage column chromatography with 75- 100percent EtOAc in hexanes to give a white solid (134 mg, 84percent yield). 1H NMR (400 MHz, CDCI3) delta 8.69 (s, 1 H) 7.38 – 7.46 (m, 2 H) 7.24 – 7.28 (m, 1 H) 7.01 (d, J=2.78 Hz, 2 H) 6.97 (d, ./=8.59 Hz, 2 H) 6.77 (d, J=2.02 Hz, 1 H) 3.76 (d, 3 H) 3.07 (d, J=22.48 Hz, 6 H) 2.89 (s, 2 H) 1.47 (s, 6 H); LCMS for C24H26N4O4 m/z 435.20 (M+H+); Anal. Calcd. for C24H28N4O4- 0.7 H2O: C, 64.47; H, 6.18; N, 12.53; Found: C, 64.22; H, 6.11; N, 12.54.

Statistics shows that 1-Methyl-1H-pyrazol-3-amine is playing an increasingly important role. we look forward to future research findings about 1904-31-0.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/122482; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

A new synthetic route of 1621-91-6

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

Related Products of 1621-91-6,Some common heterocyclic compound, 1621-91-6, name is 1H-Pyrazole-3-carboxylic acid, molecular formula is C4H4N2O2, 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.

Ste 1: (0582) Preparation of 4-bromo-1H-pyrazole-3-carboxylic acid: (0583) [00241] To a stirred solution of 1H-pyrazole-3-carboxylic acid (2.0 g, 17.85 mmol) in acetic acid (50 mL), bromine (1.2 mL, 23.21 mmol) was added at 0 C and the reaction mixture was stirred at room temperature for 16 h. The reaction mixture was diluted with water (150 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layer was washed with brine solution, dried over anhydrous sodium sulfate, filtered and concentrated to afford the title compound 4-bromo-1H-pyrazole-3-carboxylic acid (3.4 g, crude) as off-white solid. (0584) Calculated (M+H): 190.94; Found (M+H): 191.0

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

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITE, Frank, S.; FANGER, Christopher; (390 pag.)WO2017/100591; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Simple exploration of 127107-23-7

According to the analysis of related databases, 127107-23-7, the application of this compound in the production field has become more and more popular.

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 127107-23-7 as follows. Quality Control of 1-Methyl-1H-pyrazol-4-amine hydrochloride

6-((2,5-dichloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-ol (342.2mg, 1.12 mmol) and 1-methyl-1H-pyrazol-4-amine hydrochloride (185.0 mg,1.38 mmol) was suspended in n-BuOH (5 mL) and DIPEA (358.8 mg, 2.78 mmol) was added. The resulting reaction was warmed to 150 C and the sealed tube was allowed to react overnight. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (DCM / MeOH (v / v) = 40/1) to give the title compound as a beige solid (156 mg, 38.0%).

According to the analysis of related databases, 127107-23-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Li Xiaobo; Dai Weilong; Wang Tingjin; (74 pag.)CN104926824; (2017); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics