Simple exploration of 1-Methyl-1H-pyrazol-4-amine hydrochloride

The synthetic route of 127107-23-7 has been constantly updated, and we look forward to future research findings.

127107-23-7, name is 1-Methyl-1H-pyrazol-4-amine hydrochloride, 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. HPLC of Formula: C4H8ClN3

6-((2-chloropyrimidin-4-yl)(methyl)amino)hexahydrofuro[3,2-b]furan-3-ol (358.0 mg, 1.32 mmol) and 1-methyl-1H-pyrazole-4-amine hydrochloride were dissolved in n-BuOH (5 mL), and DIPEA (434.6 mg, 3.36 mmol). The resulting reaction was warmed to 150 C and the 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) = 10/1) to give the title compound as a beige solid (300 mg, 68.4%).

The synthetic route of 127107-23-7 has been constantly updated, and we look forward to future research findings.

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

Share a compound : 25016-12-0

The synthetic route of 25016-12-0 has been constantly updated, and we look forward to future research findings.

Electric Literature of 25016-12-0, A common heterocyclic compound, 25016-12-0, name is 1,3-Dimethyl-1H-pyrazole-4-carbaldehyde, molecular formula is C6H8N2O, 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.

[00120] To a mixture of 5-chloro-4-(4-(4-chlorobenzyl)piperazin-1 -yl)-3-nitropyridin-2- amine (0.076 g, 0.20 mmol) and EtOH (4.0 ml.) was added 1 ,3-dimethyl-1 H-pyrazole-4- carbaldehyde (0.027 g, 0.22 mmol) followed by a freshly prepared aqueous solution of Na2S204 (1 M; 0.85 ml_, 0.85 mmol). The reaction mixture was stirred at 80 C for 24 h, it was then allowed to cool to room temperature, concentrated in vacuo, and the residue was absorbed on silica gel and placed on a 10 g isolute silica column. Elution with ethyl acetate / dichloromethane (v/v; 1 :1 ), and then 4% methanol in ethyl acetate / dichloromethane (v/v; 1 :1 ) afforded the title compound as a white solid after trituration with diethyl ether (0.023 g, 25%).

The synthetic route of 25016-12-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; BLAGG, Julian; BAVETSIAS, Vassilios; MOORE, Andrew S.; LINARDOPOULOS, Spyridon; WO2013/190319; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The important role of 950858-65-8

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.

Application of 950858-65-8, A common heterocyclic compound, 950858-65-8, name is 1-tert-Butyl-1H-pyrazole-4-carboxylic acid, molecular formula is C8H12N2O2, 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.

Step 3: 1-tert-Butyl-5-chloro-1H-pyrazole-4-carboxylic acid tert-butyl-1H-pyrazole-4-carboxylic acid (5 g, 29.73 mmol) was dissolved in tetrahydrofuran (50 ml) at room temp. In a separate flask was added n-butyllithium (2.5M solution in hexane, 29.73 ml, 74.33 mmol) and was cooled to -15° C. The 1-tert-butyl-1H-pyrazole-4-carboxylic acid solution was added dropwise to the n-Butyllithium solution, maintaining internal temperature below -10° C. The total addition time lasted 30 min. The resulting brownish suspension was stirred and maintained between -10° C. and -15° C. for 40 min. The reaction was then cooled to -15° C. to -20° C. A solution of hexachloroethane (14.08 g, 59.46 mmol) in tetrahydrofuran (50 ml) was added dropwise, maintaining internal temperature below -10° C. The total addition time lasted 20 min. After the addition, the resulting dark brownish solution was stirred at -10° C. to -15° C. for 30 min and was warmed up to room temp. over 1 h. The reaction mixture was then cooled to 15° C. and water (50 ml) was added slowly, maintaining internal temperature below 20° C. 120 ml of organic solvents were distilled under reduced pressure at 25° C. water bath leading to a suspension. Heptane (50 ml) was added leading to a clear brownish biphasic solution. After stirring at room temp. for 15 min, the aqueous layer (pH=11.8) was separated. The organic layer was extracted once with NaOH (1N, 20 ml). The combined aqueous phase was washed with heptane (25 ml) and was cooled in an ice-bath. Hydrochloric acid (6N) was added to adjust pH=2, maintaining internal temperature below 20° C. The suspension was stirred in the ice-bath at 0-5° C. for 1 h and the solid was filtered and washed with water (40 ml). After drying in vacuo at 60° C. for 18 h, 1-tert-butyl-5-chloro-1H-pyrazole-4-carboxylic acid (5.28 g) was obtained as a light yellow solid.

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; Anderson, Kevin William; Fotouhi, Nader; Gillespie, Paul; Goodnow, Robert Alan; Guertin, Kevin Richard; Haynes, Nancy-Ellen; Myers, Michael Paul; Pietranico-Cole, Sherrie Lynn; Qi, Lida; Rossman, Pamela Loreen; Scott, Nathan Robert; Thakkar, Kshitij Chhabilbhai; Tilley, Jefferson Wright; Zhang, Qiang; US2007/225280; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 478968-48-8

According to the analysis of related databases, 478968-48-8, the application of this compound in the production field has become more and more popular.

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. 478968-48-8, name is Ethyl 3-methoxy-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 478968-48-8

A mixture of CuT (122.93 mg, 0.65 mmol, 0.10 equiv), L-proline (148.8 mg, 1.29 mmol, 0.20 equiv), potassium carbonate (1.786 g, 12.92 mmol, 2.00 equiv), ethyl 3-methoxy-1H-pyrazole-4- carboxylate (1.1 g, 6.46 mmol, 1.00 equiv), and 5-bromo-2-(trifluoromethyl)pyridine (2.185 g, 9.67 mmol, 1.50 equiv) in DMSO (60 mL) was stuffed overnight at 100C under nitrogen. The reaction solution was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column with ethyl acetate/petroleum ether (1:6) to afford the title compound (790 mg, 39%) as a white solid.

According to the analysis of related databases, 478968-48-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Sources of common compounds: 4-Nitro-1H-pyrazole-3-carboxylic acid

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

Synthetic Route of 5334-40-7, The chemical industry reduces the impact on the environment during synthesis 5334-40-7, name is 4-Nitro-1H-pyrazole-3-carboxylic acid, I believe this compound will play a more active role in future production and life.

Step 1: Synthesis of 4-[(4-nitro-lH-pyrazole-3-carbonyl)-amino1-piperidine-l- carboxylic acid tert-butyl ester4-Nitropyrazole-3-carboxylic acid (20.0 g, 127.4 mmol) was suspended in CH2C12/DMF (99:1, 400 mL), treated cautiously with oxalyl chloride (11.6 mL, 134 mmol) and then stirred at room temperature for 16 h. The reaction mixture was evaporated then re-evaporated with toluene (x3) to give a yellow solid. The resultant acid chloride was suspended in dioxane (400 mL), treated with triethylamine (26.4 mL, 190 mmol) followed by 4-amino-l-BOC-piperidine (25.0 g, 125 mmol) and stirred at room temperature for 6 h. The reaction mixture was filtered and the solid collected stirred in water (500 mL) and then re-filtered. The solid collected was dried in vacuo, azeotroping with toluene, to give the title compound (37.6 g).

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

Reference:
Patent; ASTEX THERAPEUTICS LIMITED; WO2007/129066; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 4-Bromo-1H-pyrazole

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2075-45-8, its application will become more common.

Some common heterocyclic compound, 2075-45-8, name is 4-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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. name: 4-Bromo-1H-pyrazole

A mixture of 4-bromo-1H-pyrazole, 3,4-hydro- 2H-pyran (128 g, 1.50 mol, 1.5 eq) and trifluoroacetic acid (7.8 mL, 0.10 mol, 0.1 eq) was stirred at 80 C for 16 h. Progress of the reaction was monitored by TLC (10% ethyl acetate- hexane Rf = 0.4). After completion of the reaction, the reaction mixture was diluted with ethyl acetate and was washed with saturated aqueous sodium bicarbonate and brine. The organic layer was dried over anhydrous sodium sulfate, filtered and the solvents were evaporated under reduced pressure to obtain 4-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (180 g, 76%) as a brown oil. LCMS purity: 81.4%; (ES+): m/z 231.2 (M+H+); tr = 1.88 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2075-45-8, its application will become more common.

Reference:
Patent; INNOV17 LLC; GAWECO, Anderson; TILLEY, Jefferson; BLINN, James; (148 pag.)WO2016/14913; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some scientific research about C12H13N3O2

The chemical industry reduces the impact on the environment during synthesis Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Reference of 16078-71-0, 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. 16078-71-0, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

[00139] A solution of 1 ,2-bis-(4-chloro-phenyl)-ethanone (lOOmg, 0.38 mmol) in dichloroethane (1 mL) is stirred at room temperature while TiCl4 (143 mg, 0.75 mmol) is added in dropwise. After the addition, the mixture is stirred at room temperature for 5 min and a solution of 5-amino-l-phenyl-lH-pyrazole-4-carboxilic acid ethyl ester (97 mg, 0.42 mmol) in dichloroethane (1 mL) is added dropwise. After the addition, the EPO mixture is heated to 125 0C for 5 h. After cooling down the mixture, it is poured into a mixture of ice cold saturated aqueous NaHCO3 solution (15 mL) and EtOAc (15 mL). The resulted mixture is filtered through celite to remove the precipitate and washed with EtOAc (2×5 mL). The filtrate is extracted by EtOAc (3*5 mL). The organic layers are combined and washed with brine and dried (MgSO4). After filtering off the drying agent, the filtrate is concentrated and purified by preparative LC/MS to provide the titled compound 5,6-bis-(4-chloro-phenyl)-l-phenyl-lH-pyrazolo[3,4-b]pyridin-4-ol as light yellow solid.(55 mg, 31%). 1H NMR (MeOD) delta(ppm) 8.37(s, IH), 8.23 (d, 2H), 7.53 (t, 2H), 7.34(t, IH), 7.31 (d, 2H), 7.29 (d, 2H), 7.23 (d, 2H), 7.15 (d, 2H); HPLC-MS calculated for C24H15Ci2N3O (M+l+): 432.1, found: 432.2.

The chemical industry reduces the impact on the environment during synthesis Ethyl 5-amino-1-phenyl-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; WO2006/47516; (2006); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of C5H7N3O3

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, 2-(4-Nitro-1H-pyrazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 42027-81-6, name is 2-(4-Nitro-1H-pyrazol-1-yl)ethanol, 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 42027-81-6, Quality Control of 2-(4-Nitro-1H-pyrazol-1-yl)ethanol

A mixture of the material so obtained, 10% palladium on carbon catalyst (0.15 g) and ethanol (33 ml) was stirred an atmospheres pressure of hydrogen for 30 minutes. The catalyst was removed by filtration and the filtrate was evaporated. There was thus obtained the required starting material as an oil (0.5 g); 1H NMR: (DMSOd6) 3.63 (m, 2H), 3.77 (br s, 2H), 3.94 (t, 2H), 4.96 (t, IH), 6.88 (s, IH), 7.02 (s, 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, 2-(4-Nitro-1H-pyrazol-1-yl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/99326; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Brief introduction of 138786-86-4

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.

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. 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-nitro-1H-pyrazole-3-carboxylate

Compound 6 and 6A: To a mixture containing 5 (3.1 g, 18.1 mmol) and potassium carbonate (5.0 g, 36.2 mmol) in 60 mL of acetone was added methyl iodide (2.2 mL, 36.2 mmol). The resulting solution was heated and stirred at 70 C. for 2 hours. After the reaction mixture was cooled to room temperature, water was added and the mixture was extracted with ethyl acetate (×3). The combined organics were washed with brine, dried (MgSO4), and concentrated under reduced pressure. The crude residue was purified by column chromatography on silica gel using 20% ethyl acetate in hexanes as the eluent to afford 6 (1.1 g, 33%) as white solid. 1H NMR (d6-DMSO) delta 3.96 (s, 3H) 3.98 (s, 3H) 8.36 (s, 1H); ES (+) MS m/e=186 (M+1) and using 30% ethyl acetate in hexanes to afford 6A (2.2 g, 66%) as white solid. 1H NMR (d-CDCl3) delta 3.98 (s, 3H) 4.00 (s, 3H) 8.13 (s, 1H); ES (+) MS m/e=186 (M+1).

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; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some scientific research about 152120-54-2

Statistics shows that tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate is playing an increasingly important role. we look forward to future research findings about 152120-54-2.

Related Products of 152120-54-2, These common heterocyclic compound, 152120-54-2, name is tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate, 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.

N,NDi-Boc-1H-pyrazole-1-carboxamidine (500.0 mg, 1.61 mmol) was dissolved in THE dry (6.2 mL). Then Triphenylphosphine (631.4 mg, 2.41 mmol) andHydroxymethyl-cyclopropane (150.5 mg, 2.09 mmol) were added. The reaction mixture was cooled at 0 C and Diisoporpyl azodicarboxylate (0.47 mL, 2.41 mmol) was added dropwise. The temperature was increased to 70 C and the reaction mixture was stirred at reflux 1 2h. The reaction mixture was concentrated and then diluted with DCM and H20. The aqueous phase was extracted for three times with DCM; the organicphases were collected, washed with brine twice and dried over Na2504. Solvent was removed in vacuum. The crude product was purified with chromatography column in silica gel (eluent: Petroleum Ether/AcOEt 9:1) to afford compound 24 as a yellow oil (yield 82%). 1H NMR (CDCI3) O (ppm): 0.45 (d, 2H, J = 4.8 Hz); 0.49 (d, 2H, J = 5.6Hz); 1.27 (s, 9H); 1.49 (s, 9H); 1.54 (s, 1H); 3.60 (d, 2H, J = 6.8 Hz); 6.41 (t, 1H, J =2.2 Hz); 7.69 (d, 1 H, J = 1 .2 Hz); 7.95 (s, 1 H).LCMS m/z (ES+) = 387.1 [M + Na]

Statistics shows that tert-Butyl (((tert-butoxycarbonyl)amino)(1H-pyrazol-1-yl)methylene)carbamate is playing an increasingly important role. we look forward to future research findings about 152120-54-2.

Reference:
Patent; LEAD DISCOVERY SIENA S.R.L.; BOTTA, Maurizio; MACCARI, Giorgio; SANFILIPPO, Stefania; DE LUCA, Filomena; DOCQUIER, Jean-Denis; DEODATO, Davide; (56 pag.)WO2016/55644; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics