Category: 612511-81-6

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. 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 612511-81-6

General procedure: N,N-Diisopropylethylamine (3.0?4.0 eq) was added to 8-methoxyquinoline-3-carboxylic acid (1.0 eq) in solvent (dichloromethane, tetrahydrofuran,or N,N-dimethylformamide, 0.05 to 0.2 M) at room temperature. Then, 1-((dimethylamino)(dimethyliminio)methyl)-1H-[1,2,3]triazolo[4,5-b]pyridine 3-oxide hexafluorophosphate(V)(1.0?1.5 eq) was added and the reaction mixture was stirred for five minutes. Then, amine (1.0 ? 2.0 eq) was added and the reaction mixture was stirred for one to sixteen hours. 10percent Aqueous citric acid was added and the reaction mixture was extracted with dichloromethane, washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered,and concentrated. The resulting residue was purified by RP HPLC or silica gel chromatography to give the quinoline-3-carboxamide (1percent-95percent yield).

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 612511-81-6.

Reference:
Article; Deaton, David N.; Do, Young; Holt, Jason; Jeune, Michael R.; Kramer, H. Fritz; Larkin, Andrew L.; Orband-Miller, Lisa A.; Peckham, Gregory E.; Poole, Chuck; Price, Daniel J.; Schaller, Lee T.; Shen, Ying; Shewchuk, Lisa M.; Stewart, Eugene L.; Stuart, J. Darren; Thomson, Stephen A.; Ward, Paris; Wilson, Joseph W.; Xu, Tianshun; Guss, Jeffrey H.; Musetti, Caterina; Rendina, Alan R.; Affleck, Karen; Anders, David; Hancock, Ashley P.; Hobbs, Heather; Hodgson, Simon T.; Hutchinson, Jonathan; Leveridge, Melanie V.; Nicholls, Harry; Smith, Ian E.D.; Somers, Don O.; Sneddon, Helen F.; Uddin, Sorif; Cleasby, Anne; Mortenson, Paul N.; Richardson, Caroline; Saxty, Gordon; Bioorganic and Medicinal Chemistry; vol. 27; 8; (2019); p. 1456 – 1478;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 612511-81-6, These common heterocyclic compound, 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, 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.

To 4-fluoro-N-methyl-3-nitrobenzamide (350 mg, 1 .766 mmol) in DMF (5 mL) were added (1 -methyl-1 H-pyrazol-3-yl)methanamine (206 mg, 1 .855 mmol) and K2C03 (317 mg, 2.296 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was then quenched with water (10 mL), and the resulting solid was isolated by filtration, washed with water, and dried in vacuum oven for 4 hours to afford N-methyl-4-(((1 -methyl- 1 H-pyrazol-3-yl)methyl)amino)-3-nitrobenzamide (390 mg) as an orange color solid. LC-MS (ES) m/z = 290 [M+H]+. NMR (400 MHz, DMSO-d6): delta 2.76 (d, J = 4.3 Hz, 3H), 3.81 (s, 3 ), 4.57 (d, J = 5.3 Hz, 2H), 6.19 (d, J = 2.0 Hz, 1 H), 7.15 (d, J = 9.1 Hz, 1 H), 7.64 (d, J = 2.3 Hz, 1 H), 7.96 (dd, J = 9.0, 2.2 Hz, 1 H), 8.46 (d, J = 4.8 Hz, 1 H), 8.63 (d, J = 2.3 Hz, 1 H), 8.77 (t, J = 5.6 Hz, 1 H).

The synthetic route of 612511-81-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 612511-81-6, 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 612511-81-6 as follows.

A mixture of (1 -methyl-1 H-pyrazol-3-yl)methanamine (383 mg, 3.45 mmol) and 2-bromo-1 – methoxy-3-nitrobenzene (400mg, 1 .724 mmol) in 1 ,4-dioxane (3.5 mL) was stirred into a sealed vessel at 120 °C overnight. The reaction was then heated at 150 “C for 24 hours followed by 120 over the weekend. The reaction was concentrated in vacuo, and the resulting residue was purified by silica gel chromatography (0-50percent EtOAc/hexanes) to afford the desired product (288 mg) as an orange oil. LC-MS (ES) m/z = 263 [M+H]+.

According to the analysis of related databases, 612511-81-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 612511-81-6, 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. 612511-81-6 name is (1-Methyl-1H-pyrazol-3-yl)methanamine, 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.

To methyl 4-chloro-3-methoxy-5-nitrobenzoate (1 g, 4.07 mmol) in DMSO (8 mL) were added (1 -methyl-1 H-pyrazol-3-yl)methanamine (0.498 g, 4.48 mmol) and K2C03 (0.731 g, 5.29 mmol), and the reaction mixture was stirred at 50 °C for 48 hours. The reaction was quenched with water (25 mL), and the resulting precipitate was collected by filtration and dried in vacuum over to afford crude methyl 3-methoxy-4-(((1 -methyl-1 H-pyrazol-3- yl)methyl)amino)-5-nitrobenzoate (740 mg) as an orange solid. LC-MS (ES) m/z = 321 [M+H]+. NMR (400 MHz, DMSO-c/6): delta 3.78 (s, 3H), 3.84 (s, 3H), 3.91 (s, 3H), 4.73 (s, 2H), 6.10 (d, J = 2.0 Hz, 1 H), 7.46 (d, J = 1 .8 Hz, 1 H), 7.61 (d, J = 2.0 Hz, 1 H), 8.19 (d, J = 2.0 Hz, 1 H), 8.36 (br. s., 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (1-Methyl-1H-pyrazol-3-yl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 612511-81-6,Some common heterocyclic compound, 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, molecular formula is C5H9N3, 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.

To a solution of Oxirane intermediate (16.0 g, 52.56 mmol) in iPrOH (200 ml), was added (1-methyl-1 H-pyrazol-3-yl)methanamine (8.76 g, 78.84 mmol). The reaction mixture was stirred under 50°C for 16 h, after that RM was concentrated under reduced pressure and purified by silica column chromatography using 100percent ethyl acetate as eluent to give (8.8 g, 40 percent) as a thick liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1-Methyl-1H-pyrazol-3-yl)methanamine, its application will become more common.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; SHAMLOO, Mehrdad; JAHANGIR, Alam; YI, Bitna; EVANS, Andrew Kelley; GREEN, Michael John; (178 pag.)WO2017/197324; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 612511-81-6,Some common heterocyclic compound, 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, molecular formula is C5H9N3, 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.

To methyl 4-fluoro-3-nitrobenzoate (350 mg, 1 .758 mmol) in DMF (5 mL) were added (1 – methyl-1 H-pyrazol-3-yl)methanamine (205 mg, 1 .845 mmol) and K2C03 (316 mg, 2.285 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was then quenched with water (10 mL), and the resulting solid was isolated by filtration, washed with water, and dried in vacuum oven for 4 hours to afford methyl 4-(((1 -methyl-1 H- pyrazol-3-yl)methyl)amino)-3-nitrobenzoate (395 mg) as a yellow solid. LC-MS (ES) m/z = 291 [M+H]+. NMR (400 MHz, DMSO-c/6): delta 3.81 (s, 3H), 3.83 (s, 3H), 4.59 (d, J = 5.8 Hz, 2H), 6.20 (d, J = 2.3 Hz, 1 H), 7.19 (d, J = 9.4 Hz, 1 H), 7.64 (d, J = 2.0 Hz, 1 H), 7.97 (dd, J = 9.0, 1 .9 Hz, 1 H), 8.64 (d, J = 2.0 Hz, 1 H), 8.96 (t, J = 5.6 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (1-Methyl-1H-pyrazol-3-yl)methanamine, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; MEDINA, Jesus Raul; TIAN, Xinrong; NG DI MARCO, Christina; GRAYBILL, Todd L.; HEERDING, Dirk A.; LI, William Hoi Hong; MANGATT, Biju; MARTYR, Cuthbert D.; RIVERO, Raphael Anthony; (570 pag.)WO2019/49061; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, 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 612511-81-6, Product Details of 612511-81-6

To a solution of ethyl 2-(2-amino-4-chloro-6-((l-methyl-lH-pyrazol-3- yl)methylamino)pyrimidin-5-yl)acetate (2.8 g, 8.64 mmol) in n-BuOH (20 mL) was added DIEA (2.5 g, 19.38 mmol). The resulting solution was stirred at 1300C for 12 hr and the solids were collected by filtration, resulted in 2.0 g (83percent) of 2-amino-4-chloro-7-((l -methyl – lH-pyrazol-3-yl)methyl)-5H-pyrrolo[2,3-d]pyrimidin-6(7H)-one as a white solid.

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; PONIARD PHARMACEUTICALS, INC.; WO2009/139834; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 612511-81-6, These common heterocyclic compound, 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, 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.

To a solution of 5-bromo-2-chloro-3-nitropyridine (600 mg, 2.53 mmol) in CH3CN (12 mL) were added (1 -methyl-1 H-pyrazol-3-yl)methanamine (281 mg, 2.53 mmol) and N,N- diisopropylethylamine (0.530 mL, 3.03 mmol), and the reaction mixture was stirred at room temperature for 20 hours. The mixture was concentrated, and the resulting residue was washed with water and dried under vacuum to give the desired product (750 mg) as a pale yellow solid. LC-MS (ES) m/z = 312, 314 [M+H]+. NMR (400 MHz, CD3OD): delta 3.87 (s, 3H), 4.80 (d, J = 5.6 Hz, 2H), 6.25 (d, J = 2.3 Hz, 1 H), 7.52 (d, J = 2.3 Hz, 1 H), 8.51 (d, J = 2.3 Hz, 1 H), 8.63 (d, J = 2.3 Hz, 1 H).

The synthetic route of 612511-81-6 has been constantly updated, and we look forward to future research findings.

Application of 612511-81-6, These common heterocyclic compound, 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, 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.

To a solution of 5-bromo-2-chloro-3-nitropyridine (600 mg, 2.53 mmol) in CH3CN (12 mL) were added (1 -methyl-1 H-pyrazol-3-yl)methanamine (281 mg, 2.53 mmol) and N,N- diisopropylethylamine (0.530 mL, 3.03 mmol), and the reaction mixture was stirred at room temperature for 20 hours. The mixture was concentrated, and the resulting residue was washed with water and dried under vacuum to give the desired product (750 mg) as a pale yellow solid. LC-MS (ES) m/z = 312, 314 [M+H]+. NMR (400 MHz, CD3OD): delta 3.87 (s, 3H), 4.80 (d, J = 5.6 Hz, 2H), 6.25 (d, J = 2.3 Hz, 1 H), 7.52 (d, J = 2.3 Hz, 1 H), 8.51 (d, J = 2.3 Hz, 1 H), 8.63 (d, J = 2.3 Hz, 1 H).

The synthetic route of 612511-81-6 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. 612511-81-6, name is (1-Methyl-1H-pyrazol-3-yl)methanamine, A new synthetic method of this compound is introduced below., Computed Properties of C5H9N3

A mixture of 334 5,7-dibromo-1-isopropyl-3-methyl-1H-pyrazolo[4,3-b]pyridine (0.3 g, 0.9 mmol), 722 (1-methyl-1H-pyrazol-3-yl)methanamine (120 mg, 1.08 mmol) and 133 CsF (274 mg, 1.80 mmol) in NMP (8 mL) was stirred at 100 C. for 12 hours. The mixture was poured into water (20 mL), the aqueous phase was extracted with ethyl acetate (10 mL¡Á3).The combined organic phase was washed with brine (10 mL¡Á1), dried with anhydrous Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (silica gel, petroleum ether/ethyl acetate=1/0, 1/1) to afford 768 5-bromo-1-isopropyl-3-methyl-N-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-pyrazolo[4,3-b]pyridin-7-amine. A mixture of 768 5-bromo-1-isopropyl-3-methyl-N-((1-methyl-1H-pyrazol-3-yl)methyl)-1H-pyrazolo[4,3-b]pyridin-7-amine (30 mg, 0.083 mmol), 770 (3-ethoxypyridin-4-yl)boronic acid (28 mg, 0.17 mmol), Pd(dppf)Cl2 (6 mg, 0.008 mmol), 54 K2CO3 (23 mg, 0.17 mmol) and 136 dioxane (1.5 mL) in 99 H2O (1.5 mL) was stirred at 100 C. for 2 hours. The mixture was concentrated. The residue was purified by column chromatography (SiO2, petroleum ether/ethyl acetate=1/0 to 0:1) and preparative HPLC to afford the 771 title compound. (0891) 1H NMR (CD3CN 400 MHz): delta=8.39 (s, 1H), 8.26 (d, J=4.8 Hz, 1H), 7.74 (d, J=4.8 Hz, 1H), 7.41 (d, J=2.4 Hz, 1H), 7.19 (s, 1H), 6.20 (d, J=2.4 Hz, 1H), 5.71 (brt, J=5.2 Hz, 1H), 5.04-4.94 (m, 1H), 4.50 (d, J=5.2 Hz, 2H), 4.19 (q, J=7.2 Hz, 2H), 3.80 (s, 3H), 2.50 (s, 3H), 1.54 (d, J=6.8 Hz, 6H), 1.35 (t, J=6.8 Hz, 3H). LC-MS: tR=1.71 minutes (Method L), m/z=406.1 [M+H]+.

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.