Category: 18437-58-6

Reference of 18437-58-6, Adding some certain compound to certain chemical reactions, such as: 18437-58-6, name is 4-Amino-2-picoline,molecular formula is C6H8N2, 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 18437-58-6.

Et3N (275 mu, 1.983 mmol) was added to a mixture of intermediate 1-49 (290 mg, 0.693 mmol), Pd(OAc)2 (3 mg, 0.013 mmol), dppf (14 mg, 0.026 mmol), 4-amino-2-methylpyridine (71 mg, 0.661 mmol) in 1,4-dioxane (30 mL) was stirred under CO atmosphere (6 atm) at 90 C for 18h. The mixture was diluted with sat. sol. NaHCO3 and extracted with EtOAc. The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica; EtOAc in heptane 0/100 to 90/10). The desired fractions were collected and the solvents concentrated in vacuo. The product was triturated with pentane to yield final compound Co. No. 84 (135 mg, 45%). 1H NMR (300 MHz, CDCl3) delta ppm 1.76 (d, J=6.5 Hz, 3 H) 2.53 (s, 3 H) 3.99 (dd, J=12.9, 7.6 Hz, 1 H) 4.26 (dd, J=12.9, 4.3 Hz, 1 H) 4.75 – 4.90 (m, 1 H) 6.63 (t, J=72.7 Hz, 1 H) 7.22 – 7.29 (m, 1 H) 7.33 (s, 1 H) 7.47 (d, J=5.6 Hz, 1 H) 7.50 (s, 1 H) 7.61 (d, J=8.7 Hz, 1 H) 8.32 (s, 1 H) 8.36 (d, J=5.6 Hz, 1 H) 12.08 (br. s., 1 H).

According to the analysis of related databases, 18437-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; DELGADO-GONZALEZ, Oscar; ANDRES-GIL, Jose, Ignacio; TRABANCO-SUAREZ, Andres, Avelino; (183 pag.)WO2016/16380; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.18437-58-6, name is 4-Amino-2-picoline, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To a solution of (E)-methyl 3-(2-(2-chloropyrimidin-5-yl)vinyl)-4-fluoro- 5-methoxybenzoate (232 mg, 0.72 mmol) in 1,4-dioxane (12 mL) were added 2-methylpyridin-4-amine (93 mg, 0.86 mmol), palladium( II )acetate (16 mg, 0.072 mmol), Xantphos (83 mg, 0.14 mmol) and Cs2C03 (703 mg, 2.16 mmol). Then the mixture was stirred under microwave at 150C for 20 min. The mixture was then concentrated and purified via ISCO (eluted with MeOH in DCM 0%~15%) directly to give a yellow solid (143 mg, 50.4% yield). MS (m/z): 395.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18437-58-6, 4-Amino-2-picoline, and friends who are interested can also refer to it.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; ZHANG, Weihan; LI, Jinshui; WO2014/139465; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18437-58-6, 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. 18437-58-6, name is 4-Amino-2-picoline, molecular formula is C6H8N2, The 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.

4-Amino-2-methylpyridine (0.522 g, 4.8 mmol) and CuCl2 (0.324 g, 2.1 mmol) were added to a solution of 4 ml of conc. aq. HCl in 20 ml of 1-propanol to give a green solution. Slow evaporation at room temperature over the course of 3 weeks yielded yellow crystals which were isolated by filtration, washed with a small amount to cold 1-propanol, and air-dried to give 0.61 g (58%). IR (KBr) nu 3383m, 3319m, 3244m, 3212m, 3121m, 2984m, 1659s, 1614s, 1522m, 1239 m cm-1.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 18437-58-6, 4-Amino-2-picoline.

Reference:
Article; Wikaira, Jan L.; Landee, Christopher P.; Ludy, Sarah J.; Turnbull, Mark M.; Polyhedron; vol. 52; (2013); p. 770 – 780;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18437-58-6 , The common heterocyclic compound, 18437-58-6, name is 4-Amino-2-picoline, molecular formula is C6H8N2, 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.

Compound 36: 7-Fluoro-1 -methyl-N-(2-methyl-4-pyridinyl)-4H-imidazor5,1 – ciri ,41benzothiazine-3-carboxamideTo a solution of 4-amino-2-methylpyridine (74.8 mg, 0.692 mmol) in dry 1 ,4-dioxane (1 mL) stirred at room temperature under argon was added trimethylaluminium (2 M in heptanes) (0.346 mL, 0.692 mmol) dropwise and the reaction mixture was stirred for 1 hour. (7-Fluoro-1-methyl-4H-imidazo[5,1-c][1 ,4]benzothiazin-3-yl)carbonyl 2- methylpropyl carbonate (intermediate 67, 36 mg, 0.099 mmol) in dry 1 ,4-dioxane (1 mL) was added dropwise and the mixture was stirred at 80 C for 4 hours. The reaction mixture was cooled to room temperature, quenched with water and extracted with DCM. 1 M NaOH was added in order to separate phases. The organic layers were washed with 0.1 M HCI, then dried using a phase separator filter tube and concentrated under reduced pressure to give a residue which contained the title compound with some impurities. The retained aqueous phase was basified with 1 M NaOH and extracted with DCM. The organic layer was dried using a phase separator filter tube and concentrated under reduced pressure to give a residue containing the title compound together with some impurities. This residue was dissolved in DCM, 1 M HCI was added and mixture stirred vigorously for 1 hour. The layers were separated and the water layer basified with 1 M NaOH. The mixture was was extracted with DCM and the organic layer dried using a phase separator filter tube and concentrated under reduced pressure to give the title compound of >90% purity (by NMR). This 90% pure material was further purified. The residue was dissolved in DCM, water was added and mixture stirred vigorously for 1 hour. The organic layer was dried using a phase separator filter tube and concentrated under reduced pressure to give the title compound after washing with diethyl ether; 1H NMR (500 MHz, CHLOROFORM-d): delta ppm 2.56 (s, 3 H) 2.66 (s, 3 H) 4.41 (s, 2 H) 7.05 – 7.10 (m, 1 H) 7.30 (dd, J=8.16, 2.82 Hz, 1 H) 7.41 (dd, J=5.57, 1.91 Hz, 1 H) 7.50 (dd, J=8.93, 4.81 Hz, 1 H) 7.56 (d, J=1 .68 Hz, 1 H) 8.41 (d, J=5.65 Hz, 1 H) 9.04 (s, 1 H); MS (m/z): 355 [MH]+.

The synthetic route of 18437-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; BERTANI, Barbara; CREMONESI, Susanna; GARZYA, Vincenzo; MICHELI, Fabrizio; RUPCIC, Renata; SABBATINI, Fabio Maria; WO2011/151361; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18437-58-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.18437-58-6, name is 4-Amino-2-picoline, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.

General procedure: To a solution of substituted acetylsalicyloyl chlorides (0.022 mol) in anhydrous chloroform (100 mL) was added triethylamine (0.023 mol) at 4 C. After the mixture was stirred for 5-15 min and then substituted 4-amino pyridinewas added portion wise in the ice bath. After warmed to room temperature, the solution was stirred for 24-48 h and then quenched by 1 mL of 1 M hydrochloric acid. The reaction mixture was extracted with 10 % hydrochloric acid (50, 30and 30 mL) and the combined aqueous was basified to pH 7-9 with cooled saturated sodium bicarbonate solution. The yellow precipitation was filtered producing the crude products. After recrystallized in ethanol, the products were isolated as pure form in more than 85 % yields.

Statistics shows that 18437-58-6 is playing an increasingly important role. we look forward to future research findings about 4-Amino-2-picoline.

Reference:
Article; Dian, He; Zhou, De-Bin; Mou, Jian-Ping; Yang, Zhu-Qing; Zhong, Jia; Ding, Xiao-Quan; Li, Chong; Wang, Xiao-Hong; Zhang, Jian-Gang; Asian Journal of Chemistry; vol. 26; 21; (2014); p. 7269 – 7275;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 18437-58-6, Adding some certain compound to certain chemical reactions, such as: 18437-58-6, name is 4-Amino-2-picoline,molecular formula is C6H8N2, 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 18437-58-6.

General procedure: To a slurry of 6?-bromo-8?-methyl-2?H-spiro[cyclohexane-1,3?-imidazo[1,5-a]pyridine]-1?,5?-dione (12) and aromatic aminederivatives (1.2 eq) in 1,4-dioxane was added Cs2CO3 (3 eq). Themixture was stirred at room temperature for 20 min under nitrogen.To the mixture was then added Pd(OAc)2 (0.1 eq) and Xantphos(0.2 eq). After stirred at room temperature for additional 20 minunder nitrogen, the mixture was heated at 95 C for 12 h undernitrogen. The mixture was concentrated in vacuo, added with water,stirred and filtered. The filter cake was dried and purified by flashcolumn chromatography.

According to the analysis of related databases, 18437-58-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yuan, Xinrui; Wu, Hanshu; Bu, Hong; Zheng, Peiyuan; Zhou, Jinpei; Zhang, Huibin; Bioorganic and Medicinal Chemistry; vol. 27; 7; (2019); p. 1211 – 1225;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem