Category: 178876-83-0

Related Products of 178876-83-0, 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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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) 6-Amino-3-methyl-pyridine-2-carboxylic acid methyl ester; To a solution of 6-amino-3-bromo-pyridine-2-carboxylic acid methyl ester (3 g, 12.99 mmol) and trimethyl boroxine (1.8 mL, 2.99 mmol) in 1,4 dioxane (30 mL) was added K2CO3 (3.5 g, 25.97 mmol) under an argon atmosphere. To this was added PdCl2 (dppf)2.CH2Cl2 (530 mg, 0.65 mmol) and stirred at 115 C. for 4 h. The reaction mixture was cooled to room temperature and water was added to residue. The aqueous phase was extracted with ethyl acetate, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/hexane as eluent. The title compound was obtained as an off white solid (1.9 g, 88%).MS ESI (m/e): 166.8 [(M+H)+].1H NMR (DMSO, 400 MHz): delta(ppm)=7.31 (d, J=8.4 Hz, 1H), 6.53 (d, J=8.36 Hz, 1H), 5.99 (s, 2H), 3.77 (s, 3H), 2.21 (s, 3H).

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 178876-83-0, Methyl 6-amino-3-bromopicolinate.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 178876-83-0, 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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate. A new synthetic method of this compound is introduced below.

At 0 C., to a solution of NOBF4 (2.28 g, 19.52 mmol) in dichloromethane (60 mL) was added a solution of methyl 6-amino-3-bromopyridine-2-carboxylate (3.45 g, 14.93 mmol) in dichloromethane (15 mL) slowly. The resulting solution was stirred at room temperature for 16 h. The reaction mixture was then quenched by water (100 mL) and extracted with dichloromethane (120 mL*2). The combined organic phase was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with petroleum ether: ethyl acetate (10:1 to 7:3 gradient) to yield methyl 3-bromo-6-fluoropyridine-2-carboxylate (2.4 g, 69%) as light yellow oil. MS: m/z=233.8 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,178876-83-0, its application will become more common.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 178876-83-0 , The common heterocyclic compound, 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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.

A mixture of methyl 6-amino-5-bromopyridine-2-carboxylate (19. 8 g) (T. R. Kelly and F. Lang, J ; Org. Chem. 61, 1996,4623-4633) and 1-chloromethyl-4-fluoro-1, 4- diazoniabicyclo [2.2. 2] octane bis (tetrafluoroborate) (34.3 g) in acetonitrile (340 ml) under argon was heated to 40C for 1 hour, 60C for 1 hour and then 80C overnight. After partitioning between EtOAc and water (500ml each) the aqueous fraction was re- extracted with EtOAc (300 ml) and the combined organic solution dried with MgS04 and evaporated. Chromatography (20% then 30% EtOAc in hexane) separated various byproducts from the required ester (2.09 g). MS (+ve ion electrospray) m/z 249 and 251 (MH+, 100%)

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM P.L.C.; WO2003/87098; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 178876-83-0 , The common heterocyclic compound, 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, 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 solution of methyl 6-amino-3-bromopicolinate (200 mg, 866 umol, 1 eq) in EtOH (50 mL) was added NaHC03 (124 mg, 1.47 mmol, 1.7 eq) and l-chloropropan-2- one (2.35 g, 25.4 mmol, 3.00 mL, 29.3 eq). The reaction was stirred at 90 C for 24 hr. The reaction was cooled to 25 C and concentrated in vacuo. To the residue was added water (50 mL). The aqueous phase was extracted with ethyl acetate (50 mL*3). The combined organic phase was washed with brine (50 mL*2), dried with anhydrous Na2S04, filtered and (0369) concentrated in vacuo. The residue was purified by Prep-TLC (Petroleum ether/Ethyl acetate=l/l). Example 1 14A (120 mg crude) was obtained as a brown oil. ESI m/z 269[M +1 ]+.

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (147 pag.)WO2017/214413; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.178876-83-0, name is Methyl 6-amino-3-bromopicolinate, molecular formula is C7H7BrN2O2, molecular weight is 231.0467, as common compound, the synthetic route is as follows.Recommanded Product: 178876-83-0

To a 25 mL round bottom flask, were added methyl 6-amino-3-bromopicolinate (1 g, 0.0043 mol), 3-fluorophenylboronic acid (0.72 g, 0.0052 mol), potassium carbonate (1.52 g, 0.011 mol), 1,4-dioxane (20 mL) and water (4 mL). The reaction mixture was degassed with nitrogen for 5 min. To the same flask, bis(triphenylphosphine)palladium(II) dichloride (0.14 g, 0.00022 mol) was added. The reaction mixture was again degassed with nitrogen for 5 min. The reaction mixture was stirred at 90 C for 2 h. The volatiles were evaporated under reduced pressure to get the residue. The residue was partitioned between ethyl acetate and water. The organic layer was separated, washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to get the crude product. The crude product was purified by flash column chromatography using 20 – 40 % ethyl acetate in hexane to obtain the title compound [0.6 g, 57 %]. FontWeight=”Bold” FontSize=”10″ H NMR (CDC13, 400 MHz): delta 7.68-7.63 (m, 1H), 7.48 (d, = 8.8 Hz, 1H), 7.36-7.31 (m, 1H), 7.05-6.97 (m, 2H), 6.67 (d, = Hz, 1H), 4.79 (brs, 2H), 3.72 (s, 3H); LC-MS: 247.1 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,178876-83-0, Methyl 6-amino-3-bromopicolinate, and friends who are interested can also refer to it.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; BEJUGAM, Mallesham; HOSAHALLI, Subramanya; MAHALINGAM, Natarajan; WO2014/125426; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 178876-83-0, Adding some certain compound to certain chemical reactions, such as: 178876-83-0, name is Methyl 6-amino-3-bromopicolinate,molecular formula is C7H7BrN2O2, 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 178876-83-0.

Reference Example 18; methyl 3-bromo-6-(dibenzylamino)pyridine-2-carboxylate [Show Image]; To a suspension of 60% sodium hydride (880 mg, 22.0 mmol) and benzyl bromide (6.24 mL, 52.5 mmol) in N,N-dimethylformamide (80 mL) was added a solution of methyl 6-amino-3-bromopyridine-2-carboxylate (2.42 g, 10.5 mmol) in N,N-dimethylformamide (25 mL) under ice-cooling and the mixture was stirred for 30 min. The reaction solution was diluted with diethyl ether, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0/100?20/80) to give the title compound (3.16 g, yield 73%). 1H-NMR (CDCl3) delta: 3.96 (3H, s), 4.77 (4H, s), 6.39 (1H, d, J = 9.1 Hz), 7.18 – 7.37 (10H, m), 7.51 (1H, d, J = 9.1 Hz), MS (ESI+): 411 (M+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. 178876-83-0, Methyl 6-amino-3-bromopicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2098513; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 178876-83-0, Adding some certain compound to certain chemical reactions, such as: 178876-83-0, name is Methyl 6-amino-3-bromopicolinate,molecular formula is C7H7BrN2O2, 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 178876-83-0.

Reference Example 18; methyl 3-bromo-6-(dibenzylamino)pyridine-2-carboxylate [Show Image]; To a suspension of 60% sodium hydride (880 mg, 22.0 mmol) and benzyl bromide (6.24 mL, 52.5 mmol) in N,N-dimethylformamide (80 mL) was added a solution of methyl 6-amino-3-bromopyridine-2-carboxylate (2.42 g, 10.5 mmol) in N,N-dimethylformamide (25 mL) under ice-cooling and the mixture was stirred for 30 min. The reaction solution was diluted with diethyl ether, washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0/100?20/80) to give the title compound (3.16 g, yield 73%). 1H-NMR (CDCl3) delta: 3.96 (3H, s), 4.77 (4H, s), 6.39 (1H, d, J = 9.1 Hz), 7.18 – 7.37 (10H, m), 7.51 (1H, d, J = 9.1 Hz), MS (ESI+): 411 (M+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. 178876-83-0, Methyl 6-amino-3-bromopicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2098513; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of methyl 6-amino-3-bromopicolinate (1.00 g, 4.33 mmol, 1 eq) in ethanol (50 mL) was added sodium bicarbonate (618 mg, 7.36 mmol, 1.7 eq) and 1- chloropropan-2-one (2.47 g, 26.7 mmol, 6.2 eq). The reaction was stirred at 90 C for 12 hr. The reaction was cooled to 25 C and concentrated in vacuo. To the residue was added water (50 mL) and the aqueous phase was extracted with ethyl acetate (50 mL*3). The combined organic phases were washed with brine (50 mL*2), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by prep-TLC. Example 119A (400 mg, yield=34.3%) was obtained as a brown solid. ESI m/z 283.0 [M + 1] +.

The synthetic route of 178876-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (147 pag.)WO2017/214413; (2017); 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. 178876-83-0, name is Methyl 6-amino-3-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 178876-83-0

Example 158D methyl 3-bromo-6-fluoropicolinate To a solution of nitrosonium terafluoroborate (17.8 g) in dichloromethane (100 mL) at 5 C. was added EXAMPLE 158C (26.1 g) in dichloromethane (250 mL) over 1 hour. The reaction mixture was stirred an for additional 30 minutes at 5 C., and then allowed to warm to room temperature overnight. The reaction mixture was quenched with pH 7 buffer (100 mL), and then neutralized with solid potassium carbonate. The resulting mixture was extracted with ether (twice), and the combined extracts were washed with brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel eluting with 1 to 10% ethyl acetate in hexanes to provide the title compound.

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, 178876-83-0, Methyl 6-amino-3-bromopicolinate.

Reference:
Patent; AbbVie Inc.; Wang, Le; Doherty, George; Wang, Xilu; Tao, Zhi-Fu; Bruncko, Milan; Kunzer, Aaron R.; Wendt, Michael D.; Song, Xiaohong; Frey, Robin; Hansen, Todd M.; Sullivan, Gerard M.; Judd, Andrew; Souers, Andrew; US2013/96121; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem