Share a compound : C12H12N2O2

The synthetic route of Ethyl 3-phenyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Electric Literature of 13599-12-7, 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. 13599-12-7, name is Ethyl 3-phenyl-1H-pyrazole-5-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 1: Ethyl-1-(2-(tert-butoxycarbonylamino)ethyl)-3-phenyl-1H-pyrazole-5-carboxylate A mixture of ethyl 3-phenyl-1H-pyrazole-5-carboxylate (2.16 g, 10 mmol), tert-butyl-2-hydroxyethylcarbamate (3.22 g, 20 mmol), DIAD (4.04 g, 20 mmol), and PPh3 (5.24 g, 20 mmol) in THF (70 mL) was stirred at rt for 16 hrs. The mixture was then concentrated and purified by chromatography (silica, EtOAc/PE=1/7) to afford ethyl 1-(2-(tert-butoxycarbonylamino)ethyl)-3-phenyl-1H-pyrazole-5-carboxylate (2.3 g, 6.4 mmol, 64%). ESI-MS (EI+, m/z): 360.3 [M+H]+.

The synthetic route of Ethyl 3-phenyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Navitor Pharmaceuticals, Inc.; O’Neill, David John; Saiah, Eddine; Kang, Seong Woo Anthony; Brearley, Andrew; Bentley, Jonathan; (136 pag.)US2019/389843; (2019); A1;,
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Share a compound : C6H8N2O2

According to the analysis of related databases, 78703-53-4, 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 78703-53-4 as follows. Safety of 1,3-Dimethyl-1H-pyrazole-4-carboxylic acid

A mixture of tert-butyl [2-(3-chloro-5-fluorobenzyl)-4-methyl-1,3-thiazol-5-yl]carbamate (500 mg, 1.40 mmol) obtained in Example 145-E), concentrated hydrochloric acid (1 mL) and ethanol (2 mL) was stirred at 50C for 1 hr. The reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was dissolved in DMF (3 mL), 1,3-dimethyl-1H-pyrazole-4-carboxylic acid (216 mg, 1.54 mmol), HATU (585 mg, 1.54 mmol) and DIEA (0.12 mL, 0.70 mmol) were added, and the mixture was stirred at 60C for 4 hr. The reaction mixture was diluted with ethyl acetate, and washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure and the obtained residue was purified by silica gel column chromatography [eluent: ethyl acetate-methanol (100:0-80:20)]. The obtained solid was crystallized from heptane-ethyl acetate to give the title compound (40 mg) as a pale-brown solid (yield 8%). MS (ESI+): [M+H]+ 379. 1H NMR (300 MHz, CDCl3) delta 2.39 (3H, s), 2.55 (3H, s), 3.88 (3H, s), 4.18 (2H, s), 6.90-7.01 (2H, m), 7.08-7.12 (1H, m), 7.46 (1H, s), 7.81 (1H, s). mp 125-128C

According to the analysis of related databases, 78703-53-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2530078; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

New downstream synthetic route of 127107-23-7

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: 127107-23-7, name is 1-Methyl-1H-pyrazol-4-amine hydrochloride, 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 127107-23-7, Safety of 1-Methyl-1H-pyrazol-4-amine hydrochloride

2-((6-((2,5-dichloropyrimidin-4-yl)amino)hexahydrofuro[3,2-b]furan-3-yl)oxy)ethanol (0.18 g, 0.54 mmol) was suspended in n-BuOH (5 mL) and 1-methylpyrazol-4-amine hydrochloride (0.15 g, 1.10 mmol) and N,N-diisopropylethylamine (0.28 g, 2.18 mmol) were added thereto. The mixture was placed in a sealed tube and then heated to 150 C with stirring overnight and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (DCM / MeOH (v / v) = 20/1). The title compound was obtained as a brown viscous liquid (42 mg, 20%).

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; 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,
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Analyzing the synthesis route of C4H5N3O2

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

Adding a certain compound to certain chemical reactions, such as: 3994-50-1, name is 1-Methyl-4-nitro-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 3994-50-1, HPLC of Formula: C4H5N3O2

Example 1 7-(Azetidin-l-yl)-3-methyl-l-(l-methyl-5-(4-(trifluoromethyl)phenyl)-lH- pyrazol-4-yl)-lH-pyrazolo[4, -d]pyrimidine (a) 5-Chloro-l-methyl-4-nitro-lH-pyrazole Lithium bis(trimethylsilyl)amide (1.0 M, 65 mL, 65 mmol) in THF is added dropwise into a solution of l-methyl-4-nitro-lH-pyrazole (5.50 g, 43.3 mmol) and hexachloroethane (10.54 g, 44.5 mmol) in methylene chloride (120 mL) at 25 C. The reaction mixture is stirred at 25 C for 60 min, and then quenched with water (1 mL). The mixture is evaperated to dryness. The residue is washed with water (50 mL), sat. NaHCC>3 two times (2×30 mL) and brine (30 mL) successively, and then dried under vacuum to give 6.50 g of product (93% yield). MS (ESI) mJz 162.0 [M+H]+. NMR (500 MHz, CDC ) delta 8.15 (s, 1H), 3.92 (s, 3H).

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

Reference:
Patent; INTRA-CELLULAR THERAPIES, INC.; LI, Peng; ZHENG, Hailin; SNYDER, Gretchen; WENNOGLE, Lawrence P.; HENDRICK, Joseph; (28 pag.)WO2016/90380; (2016); A1;,
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Sources of common compounds: C5H5IN2O2

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

Adding a certain compound to certain chemical reactions, such as: 75092-30-7, name is 4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid, 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 75092-30-7, Safety of 4-Iodo-1-methyl-1H-pyrazole-5-carboxylic acid

A round-bottom flash was charged with 4-iodo-i -methyl-i H-pyrazole-5-carboxylic acid(297 g, i.i8 mol), DCM (2.97 L), and i,i?-carbonyldiimidazole (CDI) (207 g, 97% bymass, 1.24 mol). The reaction mixture was stirred at room temperature for 45 mm.Ammonium chloride (189 g, 3.53 mol) and triethylamine (498 mL, 3.53 mol) were addedand the reaction mixture was stirred at room temperature overnight. The reaction mixturewas concentrated in vacuo and the residue was suspended in H20 (-3 L) and granulated at room temperature for 1 h. The solid was collected via filtration, washed with H20, and dried in a vacuum oven to afford 4-iodo-i -methyl-i H-pyrazole-5-carboxamide as a colorless solid (222 g, 75% yield).1H NMR (CDCI3) O: 7.53 (5, 1 H), 6.56 (br s, 1 H), 6.01 (br s, 1 H), 4.21 (5, 3H). UPLC (UPLC-MS Method 1): tR = 0.15 mm.MS (ES+): 251.1 (M+H).

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

Reference:
Patent; PFIZER INC.; DAROUT, Etzer; MCCLURE, Kim F.; PIOTROWSKI, David; RAYMER, Brian; (120 pag.)WO2016/55901; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 345637-71-0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.

Some common heterocyclic compound, 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, molecular formula is C7H7F3N2O2, 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. SDS of cas: 345637-71-0

To a solution of l-[4-(4,5-dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]piperazine hydrochloride (i.e. the product of Example 7, Step E) (200 mg, 0.57 mmol) and 5-methyl-3- (trifluoromethyl)-l.H-pyrazole-l -acetic acid (0.120 g, 0.57 mmol) in dichloromethane (10 mL) at room temperature was added l-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (0.110 g, 0.57 mmol), triethylamine (0.086 g, 0.85 mmol) and 1-hydroxy- benzotriazole hydrate (0.020 g, 0.14 mmol). The reaction mixture was stirred at room temperature for 24 h. The reaction mixture was diluted with dichloromethane (30 mL), and washed with water (20 mL) and brine (20 mL). The organic layer was dried (Na2SO.;) and concentrated under reduced pressure. The crude residue was purified by column chromatography using 3 % methanol in chloroform as eluant to give 180 mg of the title product, a compound of the present invention as a white solid.1Eta NMR (CDCl3) delta 2.32 (s, 3Eta), 3.29 (m, IH), 3.52 (m, 2H), 3.61 (m, 2H), 3.79-3.72 (m,5H), 4.98 (m, 2H), 5.69 (m,lH), 6.33 (s, IH), 6.93 (s, IH), 7.38-7.28 (m, 5H). Mass spectrum at 505.5 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; WO2008/13622; (2008); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 1082745-50-3

The synthetic route of 1082745-50-3 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. 1082745-50-3, name is 5-Amino-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxamide, A new synthetic method of this compound is introduced below., Product Details of 1082745-50-3

Example 11 B (0.1 g, 0.48 mmol) was mixed with polyphosphoric acid (1.0 g) and 2- (trifluoromethoxy)phenylacetic acid (248 mg, 1.9 mmol) was added. The mixture was heated to 1200C during 16 hours. Temperature was lowered to 200C and the pH value was adjusted to 7 by addition of ammonia (30 % solution in water). The aqueous phase was extracted with dichloromethane (2 x 20 ml_) and the organic phase was dried over sodium sulphate. The crude mixture was purified by flash chromatography. Eluent: hexane/ethyl acetate 40/60. Obtained 23.5 mg (16 %) as a white solid HPLC-MS (I E ) Rt: 6.77 min MS (APCI pos): m/z = 305 (M+H)+

The synthetic route of 1082745-50-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/121919; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Continuously updated synthesis method about 10199-57-2

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-1-phenyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Related Products of 10199-57-2, 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. 10199-57-2, name is 5-Methyl-1-phenyl-1H-pyrazole-3-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Compounds 19a,b were refluxed for 5 h with 15 mL of thionylchloride. After this time, the mixture was evaporated underreduced pressure to give the appropriate chlorides 20a,b that wereused crude for the next reaction.

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-1-phenyl-1H-pyrazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cascioferro, Stella; Maggio, Benedetta; Raffa, Demetrio; Raimondi, Maria Valeria; Cusimano, Maria Grazia; Schillaci, Domenico; Manachini, Barbara; Plescia, Fabiana; Daidone, Giuseppe; European Journal of Medicinal Chemistry; vol. 123; (2016); p. 58 – 68;,
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Pyrazoles – an overview | ScienceDirect Topics

Brief introduction of 4-Nitro-1H-pyrazole

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: 2075-46-9, name is 4-Nitro-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 2075-46-9, Recommanded Product: 4-Nitro-1H-pyrazole

Into a 2 L three-necked round bottom flask affixed with an overhead stirrer, a temperature probe, an addition funnel, and a nitrogen inlet were added ethanol (600 mL) and 4-nitro-1H-pyrazole (50.6 g, 447 mmol). To this solution was added, in one portion, conc. HCl (368 mL) (note: rapid exotherm from 15 C. to 39 C.) and the resulting mixture was purged with nitrogen for 5 minutes. Palladium on alumina (5% w/w) (2.6 g, Alfa, black solid) was added to the mixture and stirred at room temperature while triethylsilane (208 g, 1789 mmol) was added drop-wise over 4 h. The reaction, which started to slowly exotherm from 35 C. to 55 C. over 2.0 h, was stirred for a total of 16 h and vacuum filtered through a plug of Celite to give a biphasic mixture. The mixture was transferred to a separatory funnel, the bottom aqueous layer was collected and rotary evaporated (60 C., 50 mmHg) to dryness with the aid of acetonitrile (3×350 mL). The resulting yellow solid was suspended in acetonitrile (150 mL) and allowed to stand for 2 h at room temperature followed by 1 h at 0 C. in the refrigerator. The solids were filtered and washed with acetonitrile (100 mL) to afford the titled compound 3-chloro-1H-pyrazol-4-amine hydrochloride (84 g, 97% yield, 80% purity) as a white solid: mp 190-193 C.; 1H NMR (400 MHz, DMSO-d6) delta 10.46-10.24 (bs, 2H), 8.03 (s, 0.54H), 7.75 (s, 0.46H), 5.95 (bs, 1H)); 13C-NMR (101 MHz, DMSO) delta 128.24, 125.97, 116.71.

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; Dow Agrosciences LLC; Niyaz, Noormohamed M.; Garizi, Negar; Zhang, Yu; Trullinger, Tony K.; Hunter, Ricky; Buysse, Ann M.; Kubota, Asako; LePlae, Jr., Paul Renee; Knueppel, Daniel; Lowe, Christian T.; Pernich, Dan; Demeter, David A.; Johnson, Timothy C.; US2013/109566; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 5334-40-7

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, 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. SDS of cas: 5334-40-7

Step 1: Into a 250 mL round bottom flask containing a suspension of 4-nitro-1H-pyrazole-3- carboxylic acid (20.0 g, 127 mmol) in methanol (100 mL) was added concentrated sulfuric acid(4 mL) dropwise over 5 mm at 0 C and the resulting slurry was refluxed at 80 C for 16 h. The solvent was removed under reduced pressure and the residual mass was dissolved in ethyl acetate (300 mL) and washed with saturated aqueous sodium bicarbonate solution (2 x 100 mL) and brine (100 mL) and dried over anhydrous sodium sulfate. The solution was filtered and concentrated under reduced pressure to give methyl 4-nitro-1H-pyrazole-3-carboxylate as asolid. The crude product was taken to the next step without further purification. MS calc?d [MHj 170.0, found 170.0.

The synthetic route of 5334-40-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIM, Jongwon; ALTMAN, Michael, D.; BRUBAKER, Jason, D.; GIBEAU, Craig, R.; (107 pag.)WO2016/144848; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics