Category: 84249-14-9

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. 84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, 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. COA of Formula: C5H5BrN2

Step 1: N-(4-bromopyridin-2-yl)cyclopropanecarboxamide To a stirring solution of 4-bromopyridin-2-amine (200 g, 1160 mmol) in DCM (2000 mL) and pyridine (183 g, 2310 mmol) was added cyclopropanecarbonyl chloride (157 mL, 1500 mmol) dropwise at 0 C. under a nitrogen atmosphere. The reaction mixture was allowed to stir at 0 C. for 12 h then the reaction mixture was allowed to warm to rt. The reaction mixture was washed with 1N HCl solution (3*500 mL) and brine (500 mL). The organic solution was dried over Na2SO4, filtered and concentrated to give N-(4-bromopyridin-2-yl)cyclopropanecarboxamide (224 g, 80% yield) as a white solid. LCMS (FA): m/z=241.0 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, 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. COA of Formula: C5H5BrN2

Step 1: N-(4-bromopyridin-2-yl)cyclopropanecarboxamide To a stirring solution of 4-bromopyridin-2-amine (200 g, 1160 mmol) in DCM (2000 mL) and pyridine (183 g, 2310 mmol) was added cyclopropanecarbonyl chloride (157 mL, 1500 mmol) dropwise at 0 C. under a nitrogen atmosphere. The reaction mixture was allowed to stir at 0 C. for 12 h then the reaction mixture was allowed to warm to rt. The reaction mixture was washed with 1N HCl solution (3*500 mL) and brine (500 mL). The organic solution was dried over Na2SO4, filtered and concentrated to give N-(4-bromopyridin-2-yl)cyclopropanecarboxamide (224 g, 80% yield) as a white solid. LCMS (FA): m/z=241.0 (M+H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; Bharathan, Indu T.; Blackburn, Chris; Ciavarri, Jeffrey P.; Chouitar, Jouhara; Cullis, Courtney A.; D’Amore, Natalie; Fleming, Paul E.; Gigstad, Kenneth M.; Gipson, Krista E.; Girard, Mario; Hu, Yongbo; Lee, Janice; Li, Gang; Rezaei, Mansoureh; Sintchak, Michael D.; Soucy, Francois; Stroud, Stephen G.; Vos, Tricia J.; Wong, Tzu-Tshin; Xu, He; Xu, Tianlin; Ye, Yingchun; US2015/225422; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84249-14-9, 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.84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.

To a solution of 4-bromopyridin-2-amine (5.0 g, 29.07 mmol) in dichloromethane (50 mL) cooled to 0 C was added pyridine (3.5 mL, 43.4 mmol) and the solution was stirred for 10 min. Acetyl chloride (2.1 mL, 29.5 mmol) was added. The reaction mixture was allowed to stir at 0 C for 30 min. Then the reaction mixture was allowed to warm to RT and stirred for 1 h. The reaction mixture was diluted with brine (50 mL). The aqueous layer was extracted with dichloromethane (3 x 200 mL). The organic layer was dried over Na2S04, filtered and concentrated under reduced to afford the title compound (4.1 g, 19.2 mmol, 66%> yield) as a light yellow solid. LCMS (ESI) m/e 215.0 [(M+H)+, calcd for C7H8BrN20, 215.0]; LC/MS retention time (method F): tR = 1.53 min.

Statistics shows that 84249-14-9 is playing an increasingly important role. we look forward to future research findings about 2-Amino-4-bromopyridine.

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

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 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5BrN2

INTERMEDIATE SYNTHESIS; 7-bromo-3-iodoimidazo[ 1 ,2-a]pyridine; (1) 7-bromoimidazo[l,2-a]pyridine.; To a 100 niL round -bottomed flask was added 4-bromopyridin-2-amine (4.0 g, 23.1 mmol), chloroacetaldehyde, 50% in water (14.9 rnL, 116 mmol), and EtOH (25 mL). The resulting reaction mixture was heated at 100 0C under N2 for 3 h. The reaction was cooled to rt and the solvent was concentrated. The residue was redissolved in EtOAc. The organic layer was washed with sat. NaHCObeta (2 x 40 mL), water (2 x 40 mL), brine, dried over MgSO4, and removed solvent. The crude product was purified using SiO2 chromatography (Teledyne Isco RediSep, 12O g SiO2, DCM_MeOH=96%:4% to DCM:MeOH (2M NH3)=95%:5%, Flow = 85 niL/min). The solvent was removed in vacuo to afford the desired product as brown solid (3.8 g). MS (ESI pos. ion) m/z: 196.8. Calcd exact mass for C7H5BrN2: 195.9. 1U NMR (300 MHz, CHLOROFORM-J) delta ppm 6.90 (d, J=7.16 Hz, 1 H) 7.57 (s, 1 H) 7.62 (s, 1 H) 7.83 (s, 1 H) 8.00 (d, J=7.16 Hz, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 84249-14-9.

Reference:
Patent; AMGEN INC.; BO, Yunxin, Y.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; SIEGMUND, Aaron, C.; TAMAYO, Nuria, A.; YANG, Kevin; WO2010/108074; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5BrN2

Step 1: N-(4-bromopyridin-2-yl)acetamide To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in acetic anhydride (240 mL) was added DMAP (0.0847 g, 0.694 mmol). The reaction mixture was allowed to stir at 140 C. for 3 h and then allowed to cool to rt. Ice water was added and the pH of the mixture was adjusted to 8.5 by the addition of concentrated NH4OH. The solid which precipitated was filtered, washed with cold water and hexanes, and dried to give N-(4-bromopyridin-2-yl)acetamide (13.3 g, 89%) as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALLS, INC.; BHARATHAN, INDU T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CILLIS, Courtney A.; D’AMORE, Natalie; FLE,OMG, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Kirsta E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen g.; VOS, Tricia J.; XU, He; YE, Yingchun; (48 pag.)US2016/333007; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 84249-14-9

Step 1: N-(4-bromopyridin-2-yl)acetamide To a solution of 4-bromopyridin-2-amine (12.0 g, 69.4 mmol) in acetic anhydride (240 mL) was added DMAP (0.0847 g, 0.694 mmol). The reaction mixture was allowed to stir at 140 C. for 3 h and then allowed to cool to rt. Ice water was added and the pH of the mixture was adjusted to 8.5 by the addition of concentrated NH4OH. The solid which precipitated was filtered, washed with cold water and hexanes, and dried to give N-(4-bromopyridin-2-yl)acetamide (13.3 g, 89%) as a white solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALLS, INC.; BHARATHAN, INDU T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CILLIS, Courtney A.; D’AMORE, Natalie; FLE,OMG, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Kirsta E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen g.; VOS, Tricia J.; XU, He; YE, Yingchun; (48 pag.)US2016/333007; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 84249-14-9, Adding some certain compound to certain chemical reactions, such as: 84249-14-9, name is 2-Amino-4-bromopyridine,molecular formula is C5H5BrN2, 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 84249-14-9.

To a stirred solution of 2-amino-4-bromopyridine (1.0 g, 5.78 mmol) in 1,4-dioxane (2 ml) was added K3PO4 (2.45 g, 11.56 mmol) and l,r-bis(di-tert-butylphosphino)ferrocene (0.168 g, 0.29 mmol) at rt. The reaction was purged with nitrogen for 30 min before adding phenylboronic acid (1.05 g, 8.67 mmol) and Pd(OAc)2 (0.065 g, 0.29 mmol) at rt. The reaction mixture was heated at 80C for 16 h. The resulting reaction mixture was cooled to rt, poured into water (50 ml) and extracted with EtOAc (3 x 25 ml). The combined organic phase was washed with water (25 ml). The organic phase was separated, dried over Na2S04, filtered and concentrated under reduced pressure. The crude material was purified by flash chromatography (62% EtOAc in hexane) yielding 4-phenylpyridin-2-amine (0.42 g, 2.47 mmol). LCMS: Method C, 1.47 min, MS: ES+ 171.14; NMR (400 MHz, DMSO-d6) delta ppm 7.96 (d, J=5.2 Hz, 1 H), 7.63 – 7.65 (m, 2 H), 7.41 – 7.52 (m, 3 H), 6.77 (dd, J=1.6 Hz, 5.2 Hz, 1 H), 6.69 (d, J=1.2 Hz, 1 H), 6.00 (s, 2 H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 84249-14-9, 2-Amino-4-bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MISSION THERAPEUTICS LIMITED; GIBSON, Karl Richard; JONES, Alison; KEMP, Mark Ian; MADIN, Andrew; STOCKLEY, Martin Lee; WHITLOCK, Gavin Alistair; WOODROW, Michael D.; (109 pag.)WO2017/141036; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 84249-14-9, name is 2-Amino-4-bromopyridine. A new synthetic method of this compound is introduced below., Product Details of 84249-14-9

Step 1 Preparation of 7-Bromo-imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester To a stirred solution of 4-Bromo-pyridin-2-ylamine (4 g, 23.12 mmol) in toluene (40 mL) is added 3-Bromo-2-oxo-propionic acid ethyl ester (4.5 g, 23.12 mmol). The reaction mixture is heated at 115 C. for 16 hours. Reaction mixture is cooled to 0 C. then diluted with water and extract with ethyl acetate. Organic layer is dried over sodium sulphate, solvent is evaporated in vacuo to afford the title compound (6.5 g). 1H-NMR (400 MHz, DMSO-d6) delta: 1.31 (t, J=7.2 Hz, 3H), 4.26-4.33 (q, J=7.2 Hz, 2H), 7.18-7.20 (dd, J1=1.92 Hz, J2=7.16 Hz, 1H), 7.98 (s, 1H), 8.53 (d, J=7.32 Hz, 1H), 8.57 (s, 1H). LC-MS (m/z): [M+H]=271.0.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 84249-14-9, 2-Amino-4-bromopyridine.

Reference:
Patent; Curtis, Michael; Duclos, Brian A.; Ewin, Richard A.; Johnson, Paul D.; Johnson, Timothy Allen; Vairagoundar, Rajendran; Billen, Denis; Goodwin, Richard M.; Haber-Stuk, Andrea K.; Kyne, Graham M.; Sheehan, Susan M. K.; US2013/237502; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 84249-14-9, 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 84249-14-9, name is 2-Amino-4-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 4-bromopyridin-2-amine (3.11 g, 17.98 mmol) in CH2CI2 (60 mL) at 0 C was added acetyl chloride (1.406 mL, 19.77 mmol) and pyridine (1.745 mL, 21.57 mmol). The mixture was warmed to rt and stirred for 2 h. The reaction was quenched with water and diluted with EtOAc. The layers were separated. The organic layer was washed with water, brine, dried Na2S04) and concentrated under reduced pressure to obtain N-(4-bromopyridin-2-yl)acetamide (3.82 g, 17.05 mmol, 95% yield) as a white solid. The material was carried on without further purification. LCMS (ESI) m/e 215.0 [(M+H)+, calcd 215.0]; LC/MS retention time (method A): /R = 2.61 min.

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 84249-14-9, 2-Amino-4-bromopyridine.

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

Application of 84249-14-9, 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. 84249-14-9, name is 2-Amino-4-bromopyridine, molecular formula is C5H5BrN2, 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.

A solution of 4-bromopyridin-2-amine (5.00 g, 28.9 mmol) in dry THF (100 mL) was treated with LiHMDS (1 M, 57.8 mL) at -5 OC and the solution was stirred at -5 OC for 10 minutes. Then (Boc)2O (6.31 g, 28.9 mmol) was added and the mixture was allowed to warm to rt and stirred for 1 h. On completion, the reaction mixture was quenched with saturated ammonium chloride solution (20 mL) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine (20 mL), dried with Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the title compound (6.50 g, 82% yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta=8.92 (s, 1H), 8.27 (d, J=0.8 Hz, 1H), 8.13 (d, J=5.2 Hz, 1H), 7.12 (dd, J=1.6, 5.2 Hz, 1H), 1.55 (s, 9H).

According to the analysis of related databases, 84249-14-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem