Category: 26163-03-1

Synthetic Route of 26163-03-1, 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 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-bromo-5-chloro-2-pyridinamine (5.0 g), bromoacetoaldehyde diethyl acetal (7.3 mL), p-toluenesulfonic acid monohydrate (498 mg) and ethanol (20 mL) was stirred at 80 C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give a residue. The obtained residue was washed with ethyl acetate/IPE to give the title compound (4.71 g). (1141) 1H NMR (300 MHz, DMSO-d6) delta 7.68 (1H, d, J=1.2 Hz), 7.75 (1H, d, J=1.8 Hz), 8.06 (1H, d, J=1.2 Hz), 8.91 (1H, d, J=1.8 Hz).

According to the analysis of related databases, 26163-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 26163-03-1, 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 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 3-bromo-5-chloro-2-pyridinamine (5.0 g), bromoacetoaldehyde diethyl acetal (7.3 mL), p-toluenesulfonic acid monohydrate (498 mg) and ethanol (20 mL) was stirred at 80 C. overnight. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give a residue. The obtained residue was washed with ethyl acetate/IPE to give the title compound (4.71 g). (1141) 1H NMR (300 MHz, DMSO-d6) delta 7.68 (1H, d, J=1.2 Hz), 7.75 (1H, d, J=1.8 Hz), 8.06 (1H, d, J=1.2 Hz), 8.91 (1H, d, J=1.8 Hz).

According to the analysis of related databases, 26163-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 26163-03-1, 3-Bromo-5-chloropyridin-2-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, HPLC of Formula: C5H4BrClN2, blongs to pyridine-derivatives compound. HPLC of Formula: C5H4BrClN2

Under nitrogen protection,Acetonitrile (100 mL) was added sequentially to a 500 mL three-necked flask,Elemental iodine (48.9 g, 192.8 mmol)Cuprous iodide (23.9 g, 125.3 mmol) andTert-butyl nitrite (14.9 g, 144.6 mmol)2-Amino-3-bromo-5-chloropyridine (20.0 g, 96.4 mmol) was slowly added under ice-cooling to react at 60 C for 2 h.After completion of the reaction, water (45 mL) was added,The filter cake was extracted with ethyl acetate (45 mL x 1) and the filtrate was extracted with ethyl acetate (200 mL x 2)The phases were washed with saturated aqueous sodium thiosulfate solution (110 mL x 2), dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure.A small amount of methanol beating, filter, filter cake after drying 2 – iodo-3-bromo-5-chloropyridine white solid 21.9g, the yield of 71.2%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26163-03-1, 3-Bromo-5-chloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Guizhou University; Zhao, Chunshen; Chai, Huifang; Zhou, Zhixu; Le, Yi; Liu, Li; Teng, Minggang; Huang, Zhuyan; (5 pag.)CN106467488; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 26163-03-1, 3-Bromo-5-chloropyridin-2-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, 26163-03-1, blongs to pyridine-derivatives compound. Application In Synthesis of 3-Bromo-5-chloropyridin-2-amine

a sobthDn of 2-amiao-Thlznio-&cIueolopydin? (10.0 g, 4S.2 mmol7 Ark Phmm iii Nfl dim?thyl.fcamumide (2] niL) was ailed DMF-DMA (17.2 g, 145 nutol) anl the nthrthre was sbned13] C fca abc?at 18 K The mixbare was cooled aat evapcnted to thyness. To an ice cooled Hn sob fioiiofthebrcwiisolid iiiMeOH (JO mL) ardpyridim (7.8QniL, %nutiol)was added hthor,r1anthie-o-sulforth td (73g, 675 nmnol). TIE rac&iwas allowed to wanr to thciat 25anl stind fbr about 13 K The nuethr? was evapra±ed and the solid iesithie was dissohd in DCM (150 mL) aid washel with ;aturated o1±uaubicaabointe (10 niL), water (20] niL) ard biine (10 nL). The oigai& nuethre was filtered though a Eiote phase sepantc to renrn iesi&ial wateraiid evapcnted to thyrs to give ?-Ch1 [LZ4]1rio1o[L5-a]pth2e as an cnie soli4 whck was used iii th n?xttep witlout fint1r purificaiiou.. (.l g, 64% nude): ?H NMR (CDC1.)i5 2155(d, 1 1.3Hz, 1H), 239 (s, 1H), 7SJ (, 1 1.7Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26163-03-1, its application will become more common.

Reference:
Patent; ABBVIE INC.; ABBVIE PHARMACEUTICAL TRADING (SHANGHAI) CO., LTD.; FRIEDMAN, Michael M.; COX, Philip; FRANK, Kristine E.; HOEMANN, Michael Z.; OSUMA, Augustine; WILSON, Noel S.; XU, Xiangdong; WO2015/157955; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine. A new synthetic method of this compound is introduced below.

A mixture of 3-bromo-5-chloropyridin-2-amine (10 g, 49 mmol) and chloroacetaldehyde (50% in H2O, 12 mL, 98 mmol) in ethanol (100 mL) was heated at 50 C. overnight. It was then cooled to room temperature and concentrated. Acetone (30 mL) was added to the residue and the resulting mixture was stirred rapidly for 2 h. The resulting solid was collected through filtration and dried to afford 101a as a yellow solid (10.0 g, 89%). MS: [M+H]+231. 1H NMR (500 MHz, DMSO) delta 9.20 (s, 1H), 8.33 (s, 1H), 8.29 (s, 1H), 8.09 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26163-03-1, 3-Bromo-5-chloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.; US2013/116262; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine. A new synthetic method of this compound is introduced below.

A mixture of 3-bromo-5-chloropyridin-2-amine (10 g, 49 mmol) and chloroacetaldehyde (50% in H2O, 12 mL, 98 mmol) in ethanol (100 mL) was heated at 50 C. overnight. It was then cooled to room temperature and concentrated. Acetone (30 mL) was added to the residue and the resulting mixture was stirred rapidly for 2 h. The resulting solid was collected through filtration and dried to afford 101a as a yellow solid (10.0 g, 89%). MS: [M+H]+231. 1H NMR (500 MHz, DMSO) delta 9.20 (s, 1H), 8.33 (s, 1H), 8.29 (s, 1H), 8.09 (s, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26163-03-1, 3-Bromo-5-chloropyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Young, Wendy B.; US2013/116262; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine, molecular formula is C5H4BrClN2, 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.

Example 39 2′-amino-6-(6-chloroimidazo[ 1 ,2-a]pyridin-8-yl)- 1 ‘,2,2-trimethylspiro[chroman-4,4′- imidazol]-5′(l’H)-oneStep A: 3-Bromo-5-chloro-2-pyridinamine (487 mg, 2.35 mmol) was diluted with ethanol (4 mL), followed by the addition of 2-chloroacetaldehyde (614 , 4.69 mmol). The reaction was heated at reflux for 3 hours. The reaction was cooled and loaded onto silica gel eluting with 10-50% ethyl acetate/hexanes to yield 8-bromo-6-chloroimidazo[l,2-a]pyridine (300 mg, 1.30 mmol, 55.2% yield).Step B: 2’-Amino-r,2,2-trimethyl-6-(4,4,5,5-tetramethyl

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 26163-03-1, 3-Bromo-5-chloropyridin-2-amine.

Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine, molecular formula is C5H4BrClN2, 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.

Example 39 2′-amino-6-(6-chloroimidazo[ 1 ,2-a]pyridin-8-yl)- 1 ‘,2,2-trimethylspiro[chroman-4,4′- imidazol]-5′(l’H)-oneStep A: 3-Bromo-5-chloro-2-pyridinamine (487 mg, 2.35 mmol) was diluted with ethanol (4 mL), followed by the addition of 2-chloroacetaldehyde (614 , 4.69 mmol). The reaction was heated at reflux for 3 hours. The reaction was cooled and loaded onto silica gel eluting with 10-50% ethyl acetate/hexanes to yield 8-bromo-6-chloroimidazo[l,2-a]pyridine (300 mg, 1.30 mmol, 55.2% yield).Step B: 2’-Amino-r,2,2-trimethyl-6-(4,4,5,5-tetramethyl

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 26163-03-1, 3-Bromo-5-chloropyridin-2-amine.

Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 26163-03-1, 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. 26163-03-1, name is 3-Bromo-5-chloropyridin-2-amine, molecular formula is C5H4BrClN2, 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.

Example 39 2′-amino-6-(6-chloroimidazo[ 1 ,2-a]pyridin-8-yl)- 1 ‘,2,2-trimethylspiro[chroman-4,4′- imidazol]-5′(l’H)-oneStep A: 3-Bromo-5-chloro-2-pyridinamine (487 mg, 2.35 mmol) was diluted with ethanol (4 mL), followed by the addition of 2-chloroacetaldehyde (614 , 4.69 mmol). The reaction was heated at reflux for 3 hours. The reaction was cooled and loaded onto silica gel eluting with 10-50% ethyl acetate/hexanes to yield 8-bromo-6-chloroimidazo[l,2-a]pyridine (300 mg, 1.30 mmol, 55.2% yield).Step B: 2’-Amino-r,2,2-trimethyl-6-(4,4,5,5-tetramethyl

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 26163-03-1, 3-Bromo-5-chloropyridin-2-amine.

Reference:
Patent; ARRAY BIOPHARMA INC.; HUNT, Kevin, W.; RIZZI, James, P.; COOK, Adam; WO2011/72064; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem