Category: 79055-63-3

Reference of 79055-63-3, 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.79055-63-3, name is 2-Chloro-6-methylpyridin-4-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

2-chloro-6-methylpyridin-4-amine (36 g, 0.25 mol) and sodium hydroxide (24 g, 1 mol) were dissolved in 1-butanol (400 mL). The solution was heated at reflux for 1O h, and then cooled to rt. The reaction mixture was diluted with water (300 mL) and then extracted with ethyl acetate (3 x 500 mL). The combined organic layers were washed with brine (500 mL), dried over sodium sulfate, and concentrated to afford 2-butoxy-6-methylpyridin-4-amine. 1H NMR (400 MHz, CDC13) delta 6.05 (d, J=0.6 Hz, IH), 5.75 (d, J=0.6 Hz, IH), 4.18 (t, J=6.4 Hz, IH), 2.30 (s, 3H), 1.71 (m, 2H), 1.48 (m, 2H), 0.98 (t, J=7.6 Hz, 3H). LRMS calc’d for (Ci0Hi6N2O) [M+H]+, 181; found 181.

Statistics shows that 79055-63-3 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-6-methylpyridin-4-amine.

Reference:
Patent; MERCK & CO., INC.; WO2008/112217; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 79055-63-3, 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.79055-63-3, name is 2-Chloro-6-methylpyridin-4-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

[0563] Compound 518C was prepared by an analogous method as that of 473B, except using 518B in place of 473A, and 4-amino-6-chloro-2-methylpyrimidine in place of 2-amino-6-bromopyridine

The chemical industry reduces the impact on the environment during synthesis 79055-63-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Das, Jagabandhu; Padmanabha, Ramesh; Chen, Ping; Norris, Derek J.; Doweyko, Arthur M.P.; Barrish, Joel C.; Wityak, John; Lombardo, Louis J.; Lee, Francis Y.F.; US2004/54186; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 79055-63-3, 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. 79055-63-3, name is 2-Chloro-6-methylpyridin-4-amine. A new synthetic method of this compound is introduced below.

To a flask was added 2-chloro-4-(trifluoromethyl)-pyrimidine (1.50 g, 8.22 mmol), 2-chloro-6-methylpyridin-4-amine (1.17 g, 8.22 mmol), palladium acetate (0.18 g, 0.82 mmol), Xantphos (0.95 g, 1.64 mmol), and cesium carbonate (5.36 g, 16.44 mmol) followed by 1,4-dioxane (16.44 mL). The mixture was stirred at 100 C for 2 hours. The reaction was cooled to room temperature and was diluted with ethyl acetate and aqueous sodium bicarbonate solution and extracted with ethyl acetate. The combined organic fractions were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0-50% ethyl acetate/hexanes) to afford N- (2-chloro-6-methylpyridin-4-yl)-4-(trifluoromethyl)pyrimidin-2-amine as a pale yellow solid. MS ESI calcd. for C11H9CIF3N4 [M + H]+ 289, found 289. XH NMR (500 MHz, DMSO-d6) delta 10.82 (s, 1H), 8.96 (d, J= 5.0 Hz, 1H), 7.78 (d, J= 1.5 Hz, 1H), 7.50 (d, J= 1.5 Hz, 1H), 7.48 (d, J= 5.0 Hz, 1H), 2.37 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,79055-63-3, 2-Chloro-6-methylpyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 79055-63-3, 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. 79055-63-3, name is 2-Chloro-6-methylpyridin-4-amine. A new synthetic method of this compound is introduced below.

To a flask was added 2-chloro-4-(trifluoromethyl)-pyrimidine (1.50 g, 8.22 mmol), 2-chloro-6-methylpyridin-4-amine (1.17 g, 8.22 mmol), palladium acetate (0.18 g, 0.82 mmol), Xantphos (0.95 g, 1.64 mmol), and cesium carbonate (5.36 g, 16.44 mmol) followed by 1,4-dioxane (16.44 mL). The mixture was stirred at 100 C for 2 hours. The reaction was cooled to room temperature and was diluted with ethyl acetate and aqueous sodium bicarbonate solution and extracted with ethyl acetate. The combined organic fractions were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (0-50% ethyl acetate/hexanes) to afford N- (2-chloro-6-methylpyridin-4-yl)-4-(trifluoromethyl)pyrimidin-2-amine as a pale yellow solid. MS ESI calcd. for C11H9CIF3N4 [M + H]+ 289, found 289. XH NMR (500 MHz, DMSO-d6) delta 10.82 (s, 1H), 8.96 (d, J= 5.0 Hz, 1H), 7.78 (d, J= 1.5 Hz, 1H), 7.50 (d, J= 1.5 Hz, 1H), 7.48 (d, J= 5.0 Hz, 1H), 2.37 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,79055-63-3, 2-Chloro-6-methylpyridin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 79055-63-3, 2-Chloro-6-methylpyridin-4-amine, 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, 79055-63-3, blongs to pyridine-derivatives compound. SDS of cas: 79055-63-3

Lithium bis(trimethylsilyl)amide in THF (4.23 mL, 1 M, 4.23 mmol) was added to a solution of ethyl 4-[(3,3-difluoro-l-methyl-cyclobutyl)sulfamoyl]-3-fluoro-l -methyl-pyrrole -2-carboxylate (500 mg, 1.41 mmol) and 2-chloro-6-methyl-pyridin-4-amine (316 mg, 1.76 mmol) in THF (7.6 mL) and the mixture was stirred for 2 hours at room temperature. The mixture was quenched with NH4C1 solution, diluted with brine and extracted with EtOAc (25mL). The combined extracts were dried on Na2S04, filtered and concentrated in vacuo. The residue was purified by column chromatography using a gradient from 10 till 100% EtOAc in heptane. The product fractions were concentrated. The residue was crystallised out of isopropanol, the crystals were collected on a filter and dried overnight in vacuo at 50C, resulting in compound (0650) 130 (378 mg) as a white powder. Method B: Rt: 1.08 min. m/z: 449.1 (M-H)~ Exact mass: 450.1. DSC: From 30 to 300 C at 10C/min, peak 217.7 C. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.42 (s, 3 H), 2.42 (s, 3 H), 2.52 – 2.63 (m, 2 H), 2.79 – 2.99 (m, 2 H), 3.81 (s, 3 H), 7.47 – 7.51 (m, 1 H), 7.56 (d, J=4.6 Hz, 1 H), 7.60 – 7.64 (m, 1 H), 8.24 (s, 1 H), 10.45 (s, 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,79055-63-3, its application will become more common.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem