Analyzing the synthesis route of N-(4-Bromopyridin-2-yl)acetamide

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Application of 1026796-81-5, Adding some certain compound to certain chemical reactions, such as: 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide,molecular formula is C7H7BrN2O, 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 1026796-81-5.

Intermediate 46: N-(4-bromopyridin-2-yl)-N-methylacetamide A/-(4-Bromopyridin-2-yl)acetamide (for a preparation see Intermediate 45, 406 mg, 1.888 mmol) was dissolved in DMF and cooled to 0C. Sodium hydride (60 % w/w) (91 mg, 2.266 mmol) was added and the mixture was stirred for 15 minutes, lodomethane (142 muIota, 2.266 mmol) was added at rt and the reaction was stirred for 2 h. Water was added and the product was extracted with diethyl ether (x 4). The combined organics were evaporated to leave a residue which was purified by silica gel column chromatography (50-100 % EtOAc/cyclohexane). Fractions containing product were combined and concentrated in vacuo to give the title compound as a colourless oil (252 mg, 1.100 mmol, 58.3 % yield). LCMS (2 min, High pH): Rt = 0.69 min, MH+ 229/231

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of N-(4-Bromopyridin-2-yl)acetamide

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Application of 1026796-81-5, Adding some certain compound to certain chemical reactions, such as: 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide,molecular formula is C7H7BrN2O, 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 1026796-81-5.

A 1 L four-necked flask equipped with a magnetic stirrer, a thermometer, a reflux condenser and a bubbler was charged55.91 g (0.26 mol) of 2-acetylamino-4-bromopyridine, 66.02 g (0.26 mol) of bis (pinacolato) diboron and 76.44 g(0.78mol), 450mL of dioxane was added and stirred. Under nitrogen atmosphere, 3.81g (0.0051mol) of ferrocenepalladium chloride was added,Temperature to 100 reaction 18 to 24 hours,TLC control to the end of the reaction, the temperature was precipitated solids, beating filtration, methanol was added 500mL dissolved, filtered and evaporated to dryness, add heptane beating, to give the product 62.08g, yield 91.1%.

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dalian Lianhua Chemical Co., Ltd.; Li Xin; Zheng Peng; (5 pag.)CN103601745; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : N-(4-Bromopyridin-2-yl)acetamide

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Related Products of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

Intermediate 80: N-(4-(2-(Hydroxymethyl)-5-methyl-4-oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)pyridin-2-yl)acetamide. 4,4,5,5-Tetramethyl-1 ,3,2-dioxaborolane (1 1.13 mL, 77 mmol) was added to a mixture of 7-bromo-2- (hydroxymethyl)-5-methylfuro[3,2-c]pyridin-4(5/-/)-one (for a preparation see Intermediate 78, 3.3 g, 12.79 mmol) and triethylamine (10.71 mL, 77 mmol) in 1 ,4-dioxane (20 mL) and the mixture was stirred for 5 min under nitrogen. Pd(PPh3)4 (1.478 g, 1 .279 mmol) was added and the mixture heated to 100C for 18 h. The mixture was cooled in an ice bath, then isopropanol (20.00 mL) was added, initially very cautiously, followed by water (10 mL), potassium carbonate (5.30 g, 38.4 mmol), PEPPSI-SIPr (0.871 g, 1.279 mmol) and A/-(4-bromopyridin-2-yl)acetamide (for a preparation see Intermediate 79, 3.02 g, 14.07 mmol). The mixture was heated to 80C for 2 h under nitrogen, then allowed to stand over the weekend. The mixture was diluted with ether (100 mL) and stirred for 10 min, then filtered and the solid was washed with water (50 mL) and dried under vacuum for 10 min to give the crude product. The resulting solid was heated in methanol (50 mL) to reflux, then cooled in an ice bath and the solid product collected by filtration to give A/-(4-(2-(hydroxymethyl)-5-methyl-4- oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)pyridin-2-yl)acetamide (2.76 g, 8.81 mmol, 68.9 % yield) as a colourless solid. 1H NMR (400MHz, DMSO-of6) delta-ppm 10.53 (1 H, s), 8.50 (1 H, s), 8.38 (1 H, d), 8.13 (1 H, s), 7.48 (1 H, m), 6.85 (1 H, s), 5.46 (1 H, m), 4.55 (2H, d), 3.61 (3H, s), 2.13 (3H, s). LCMS (2 min, Formic): Rt = 0.55 min, MH+ 314.

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of N-(4-Bromopyridin-2-yl)acetamide

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Application of 1026796-81-5, Adding some certain compound to certain chemical reactions, such as: 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide,molecular formula is C7H7BrN2O, 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 1026796-81-5.

Intermediate 46: N-(4-bromopyridin-2-yl)-N-methylacetamide A/-(4-Bromopyridin-2-yl)acetamide (for a preparation see Intermediate 45, 406 mg, 1.888 mmol) was dissolved in DMF and cooled to 0C. Sodium hydride (60 % w/w) (91 mg, 2.266 mmol) was added and the mixture was stirred for 15 minutes, lodomethane (142 muIota, 2.266 mmol) was added at rt and the reaction was stirred for 2 h. Water was added and the product was extracted with diethyl ether (x 4). The combined organics were evaporated to leave a residue which was purified by silica gel column chromatography (50-100 % EtOAc/cyclohexane). Fractions containing product were combined and concentrated in vacuo to give the title compound as a colourless oil (252 mg, 1.100 mmol, 58.3 % yield). LCMS (2 min, High pH): Rt = 0.69 min, MH+ 229/231

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of N-(4-Bromopyridin-2-yl)acetamide

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Application of 1026796-81-5, Adding some certain compound to certain chemical reactions, such as: 1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide,molecular formula is C7H7BrN2O, 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 1026796-81-5.

A 1 L four-necked flask equipped with a magnetic stirrer, a thermometer, a reflux condenser and a bubbler was charged55.91 g (0.26 mol) of 2-acetylamino-4-bromopyridine, 66.02 g (0.26 mol) of bis (pinacolato) diboron and 76.44 g(0.78mol), 450mL of dioxane was added and stirred. Under nitrogen atmosphere, 3.81g (0.0051mol) of ferrocenepalladium chloride was added,Temperature to 100 reaction 18 to 24 hours,TLC control to the end of the reaction, the temperature was precipitated solids, beating filtration, methanol was added 500mL dissolved, filtered and evaporated to dryness, add heptane beating, to give the product 62.08g, yield 91.1%.

According to the analysis of related databases, 1026796-81-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dalian Lianhua Chemical Co., Ltd.; Li Xin; Zheng Peng; (5 pag.)CN103601745; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : N-(4-Bromopyridin-2-yl)acetamide

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Related Products of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

Intermediate 80: N-(4-(2-(Hydroxymethyl)-5-methyl-4-oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)pyridin-2-yl)acetamide. 4,4,5,5-Tetramethyl-1 ,3,2-dioxaborolane (1 1.13 mL, 77 mmol) was added to a mixture of 7-bromo-2- (hydroxymethyl)-5-methylfuro[3,2-c]pyridin-4(5/-/)-one (for a preparation see Intermediate 78, 3.3 g, 12.79 mmol) and triethylamine (10.71 mL, 77 mmol) in 1 ,4-dioxane (20 mL) and the mixture was stirred for 5 min under nitrogen. Pd(PPh3)4 (1.478 g, 1 .279 mmol) was added and the mixture heated to 100C for 18 h. The mixture was cooled in an ice bath, then isopropanol (20.00 mL) was added, initially very cautiously, followed by water (10 mL), potassium carbonate (5.30 g, 38.4 mmol), PEPPSI-SIPr (0.871 g, 1.279 mmol) and A/-(4-bromopyridin-2-yl)acetamide (for a preparation see Intermediate 79, 3.02 g, 14.07 mmol). The mixture was heated to 80C for 2 h under nitrogen, then allowed to stand over the weekend. The mixture was diluted with ether (100 mL) and stirred for 10 min, then filtered and the solid was washed with water (50 mL) and dried under vacuum for 10 min to give the crude product. The resulting solid was heated in methanol (50 mL) to reflux, then cooled in an ice bath and the solid product collected by filtration to give A/-(4-(2-(hydroxymethyl)-5-methyl-4- oxo-4,5-dihydrofuro[3,2-c]pyridin-7-yl)pyridin-2-yl)acetamide (2.76 g, 8.81 mmol, 68.9 % yield) as a colourless solid. 1H NMR (400MHz, DMSO-of6) delta-ppm 10.53 (1 H, s), 8.50 (1 H, s), 8.38 (1 H, d), 8.13 (1 H, s), 7.48 (1 H, m), 6.85 (1 H, s), 5.46 (1 H, m), 4.55 (2H, d), 3.61 (3H, s), 2.13 (3H, s). LCMS (2 min, Formic): Rt = 0.55 min, MH+ 314.

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of N-(4-Bromopyridin-2-yl)acetamide

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1026796-81-5, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, 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, 1026796-81-5, blongs to pyridine-derivatives compound. HPLC of Formula: C7H7BrN2O

00569] Step 1: N-(4-bromopyridin-2-yl)-N-(4-methoxybenzyl)acetamide [00570] To a 20 mL vial charged with Sodium hydride (0.196 g, 7.76 mmol) was added dry N,N- Dimethylformamide (5.0 mL, 64 mmol), cooled with ice bath. N-(4-bromopyridin-2-yl)acetamide (1.50 g, 7.00 mmol) was added portionwise in ~ 3 min. The suspension was stirred at the same temperature for 15 min and turned into a clear solution. 4-methoxybenzyl bromide (1.55 g, 7.70 mmol) was added dropwise with a syringe and rinsed down with dry N,N-Dimethylformamide (2.0 mL, 26 mmol). The MPI09-013P1RNWOM PCT FILING mixture was stirred at r.t. for 17 hours. The mixture was poured into ice chilled saturated NaHCO3 (80 mL), extracted with EtOAc (2 x 100 mL), washed with water, brine, dried over anhydrous Na2SO4, filtered, evaporated in rotavpor to give a crude. Chromatograph using EtOAc/hexane (1/9 to 7/3) gave an oily product (1.80 g, yield 76.7%). LCMS: (AA) ES+, 335, 337. 1H NMR (400 MHz, d, -chloroform) delta:8.28-8.30 (d, J = 5.27 Hz, IH), 7.43 (s, IH), 7.31-7.33 (dd, J = 5.52, 1.51 Hz, IH), 7.13-7.15 (d, J = 8.78Hz, 2H), 6.80-6.82 (d, J = 8.78 Hz, 2H), 5.05 (s, 2H), 3.77 (s, 3H), 2.12 (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,1026796-81-5, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANNO, Hiroshi; HIROSE, Masaaki; KURASAWA, Osamu; LANGSTON, Steven, P.; MIZUTANI, Hirotake; SHI, Zhan; VISIERS, Irache; VOS, Tricia, J.; VYSKOCIL, Stepan; WO2010/90716; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of N-(4-Bromopyridin-2-yl)acetamide

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Electric Literature of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

To a 15 mL vial was added N-(4-bromopyridin-2-yl)acetamide (205.8 mg, 0.957 mmol), (3-fluoro-4-hydroxyphenyl)boronic acid (239 mg, 1.531 mmol), and Na2C03 (1.435 mL, 2.87 mmol) in dioxane (3 mL) under nitrogen to give a colorless solution. l, -bis(diphenylphosphino)ferrocenepalladium(II) di chloride, toluene (39.4 mg, 0.048 mmol) was added under nitrogen. The vial was sealed and heated at 130 C (microwave) for 2 h. The mixture was partitioned between water and EtOAc. The layers were separated. The organic layer was washed with brine, dried Na2S04) and concentrated under reduced pressure to obtain N-(4-(3-fluoro-4- hydroxyphenyl)pyridin-2-yl)acetamide (200 mg, 0.812 mmol, 85% yield) as a tan solid. LCMS (ESI) m/e 247.0 [(M+H)+, calcd C13H12F1N2O2, 247.1]; LC/MS retention time (method A): /R = 1.51 min.

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of N-(4-Bromopyridin-2-yl)acetamide

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Electric Literature of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

To a 15 mL vial was added N-(4-bromopyridin-2-yl)acetamide (205.8 mg, 0.957 mmol), (3-fluoro-4-hydroxyphenyl)boronic acid (239 mg, 1.531 mmol), and Na2C03 (1.435 mL, 2.87 mmol) in dioxane (3 mL) under nitrogen to give a colorless solution. l, -bis(diphenylphosphino)ferrocenepalladium(II) di chloride, toluene (39.4 mg, 0.048 mmol) was added under nitrogen. The vial was sealed and heated at 130 C (microwave) for 2 h. The mixture was partitioned between water and EtOAc. The layers were separated. The organic layer was washed with brine, dried Na2S04) and concentrated under reduced pressure to obtain N-(4-(3-fluoro-4- hydroxyphenyl)pyridin-2-yl)acetamide (200 mg, 0.812 mmol, 85% yield) as a tan solid. LCMS (ESI) m/e 247.0 [(M+H)+, calcd C13H12F1N2O2, 247.1]; LC/MS retention time (method A): /R = 1.51 min.

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 1026796-81-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, and friends who are interested can also refer to it.

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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.Quality Control of N-(4-Bromopyridin-2-yl)acetamide

To the solution of (R)-tert-butyl methyl(3 -methyl- 1 -(5 -(trimethylstannyl)- 1H- benzo[d]imidazol-2-yl)butyl)carbamate (600 mg, 1.25 mmol) in DMF (6 mL), N-(4- bromopyridin-2-yl)acetamide (284 mg, 1.32 mmol), TBAB (530 mg, 1.65 mmol) and K2C03 (430 mg, 3.11 mmol) were added. Nitrogen gas was bubbled through the stirred solution for 5 min. Pd (PPh3)2Cl2 (73 mg, 0.378 mmol) was added and nitrogen purging through the solution was continued for another 5 min. The reaction mixture was then heated at 90 C for overnight. The reaction mixture was cooled to room temperature, concentrated under reduced pressure to remove solvents and diluted with water. The aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were washed with brine (50 mL). The organic layer was dried over Na2S04, filtered and concentrated under reduced pressure to afford the title compound (330 mg, 0.73 mmol, 59% yield) as solid. LCMS (ESI) m/e 450.2[(M-H)~, calcd for C25H32N5O3, 450.26]; LC/MS retention time (method C): tR = 1.71 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1026796-81-5, N-(4-Bromopyridin-2-yl)acetamide, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DZIERBA, Carolyn Diane; BRONSON, Joanne J.; MACOR, John E.; DASGUPTA, Bireshwar; NARA, Susheel Jethanand; VRUDHULA, Vivekananda M.; PAN, Senliang; HARTZ, Richard A.; RAJAMANI, Ramkumar; (199 pag.)WO2016/22312; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem