Category: 79055-62-2

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. 79055-62-2, name is 2-Chloro-5-methylpyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 79055-62-2

Step A: Preparation of 2′-chloro-4-hydroxy-6,5′-dimethyl-[1,4′]bipyridinyl-2-one To a screw top vial with rubber septa inset was added 2,2-dimethyl-6-(2-oxo-propyl)-[1,3]dioxin-4-one, prepared as described in Organic Letters, 11(21), 4910-4913; 2009, (500 mg, 2.7 mmol) and 2-chloro-5-methyl-pyridin-4-ylamine (575 mg, 4 mmol, 1.5 eq). The mixture was dissolved in anhydrous 1,4-dioxane (10 mL). Once the mixture was homogeneous the vial was placed on a stirrer/hot plate preset to 90° C. The reaction vessel was heated at this temperature for 3.5 h. The reaction vial was removed from heat and analyzed by HPLC which showed that the reaction was >95percent complete. The vial was placed back on the hot plate. To the heated mixture was added H2SO4 (250 muL) and the reaction was heated for 1 h. The reaction vial was removed from the heat and after cooling to ambient temperature, the dioxane was removed by passing a stream of air over the top of the open vial to give a brown residue. Water (?4 mL) was added to the vial, and the mixture was stirred for 30 min. The resulting tan solid was filtered off with washing from additional water and the diethyl ether to give the desired product (531 mg, 57percent based on being the sulfate salt) as a tan solid which by HPLC was ?95percent pure: MS (ES) m/e 250 (M+H).

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Reference:
Patent; Hockerman, Susan L.; Monahan, Joseph B.; Selness, Shaun R.; US2014/364442; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 79055-62-2 ,Some common heterocyclic compound, 79055-62-2, molecular formula is C6H7ClN2, 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 mixture of tert-butyl nitrite (150 mL, 1262 mmol) in acetonitrile (1000 mL) was added copper(II) bromide (226 g, 1010 mmol) at 30 C. The solution was then stirred at 22 C for 40 min and then cooled to 0 C. A solution of 2-chloro-5-methylpyridin-4-amine (120 g, 842 mmol) in acetonitrile (500 mL) was added at 0 C. The reaction was stirred at 0 C for 1 h and then warmed to 22 C and stirred for 12 h. The resulting mixture was concentrated in vacuum. The residue was dissolved in DCM (2000 mL), washed with aqueous NH3 (15%, 2000 mL), dried over anhydrous Na2S04, and filtered. The filtrate was concentrated in vacuum and the resulting residue was purified by flash silica gel chromatography (eluting with ethyl acetate/pet. ether gradient) to give 4-bromo-2-chloro-5-methylpyridine as colorless oil. MS: 206 / 208 (M + 1 / M + 3). 1H MR (400 MHz, CDC13) delta 8.14 (s, 1H), 7.48 (s, 1H), 2.30 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,79055-62-2, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CTXT PTY. LTD.; MACHACEK, Michelle, R.; WITTER, David, J.; REUTERSHAN, Michael Hale; ALTMAN, Michael, D.; STUPPLE, Paul Anthony; (67 pag.)WO2019/94311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 79055-62-2, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 79055-62-2, name is 2-Chloro-5-methylpyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

CuBr2 (984 mg, 4.4 mmol, 2.0 equiv. ) and tert-butylnitrite (0.5 mL) were mixed in acetonitrile (4 mL). The resulting mixture was heated at 65 C for 20 minutes and 4-amino-2-chloro-5- methylpyridine (320 mg, 2.2 mmol, 1.0 equivalent) was then added and the resulting mixture was stirred for 10 minutes at 65 C. The reaction mixture was poured on water and extracted with ethyl acetate. The organic layer was washed with NH40H until no blue color was observed in the aqueous layer. After washing with water, the organic extract was dried over Na2S04 and the solvent was removed under reduced pressure. The crude residue was purified by preparative TLC on Si02 (dichloromethane) to afford the title compound as a colorless oil (170 mg, 0.8 mmol, HPLC Rt 6.709 min, FIA ES+ 205.9, 207.9, ES- 205.9).

According to the analysis of related databases, 79055-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS, INCORPORATED; WO2005/100342; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 79055-62-2, Adding some certain compound to certain chemical reactions, such as: 79055-62-2, name is 2-Chloro-5-methylpyridin-4-amine,molecular formula is C6H7ClN2, 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 79055-62-2.

To a mixture of tert-butyl nitrite (150 mL, 1262 mmol) in acetonitrile (1000 mL) was added copper(II) bromide (226 g, 1010 mmol) at 30 C. The solution was then stirred at 22 C for 40 min and then cooled to 0 C. A solution of 2-chloro-5-methylpyridin-4-amine (120 g, 842 mmol) in acetonitrile (500 mL) was added at 0 C. The reaction was stirred at 0 C for 1 h and then warmed to 22 C and stirred for 12 h. The resulting mixture was concentrated in vacuum. The residue was dissolved in DCM (2000 mL), washed with aqueous NH3 (15%, 2000 mL), dried over anhydrous Na2S04, and filtered. The filtrate was concentrated in vacuum and the resulting residue was purified by flash silica gel chromatography (eluting with ethyl acetate/pet. ether gradient) to give 4-bromo-2-chloro-5-methylpyridine as colorless oil. MS: 206 / 208 (M + 1 / M + 3). 1H MR (400 MHz, CDC13) delta 8.14 (s, 1H), 7.48 (s, 1H), 2.30 (s, 3H).

According to the analysis of related databases, 79055-62-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CTXT PTY. LTD.; MACHACEK, Michelle, R.; WITTER, David, J.; REUTERSHAN, Michael Hale; ALTMAN, Michael, D.; STUPPLE, Paul Anthony; (67 pag.)WO2019/94311; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem