New downstream synthetic route of Methyl 5-bromo-6-chloropicolinate

According to the analysis of related databases, 1214353-79-3, the application of this compound in the production field has become more and more popular.

Synthetic Route of 1214353-79-3, Adding some certain compound to certain chemical reactions, such as: 1214353-79-3, name is Methyl 5-bromo-6-chloropicolinate,molecular formula is C7H5BrClNO2, 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 1214353-79-3.

Example 92 – Preparation of Intermediate 28 [ 00385] The synthesis of Intermediate 28 followed General Procedure 20 following. General Procedure 20 Intermediate 27 Intermediate 28 [ 00386 ] To a dry round-bottomed flask pre-cooled to 0C and under N2 gas flow, NaH (0.56 g, 14.0 mmol, 3.5 eq) was added. To this was slowly added methoxyethanol (10.0 mL) dropwise, and the mixture was stirred for 30 minutes. To this was added methyl-5-bromo-6-chloropyridine-2-carboxylate (Intermediate 27, 1.0 g, 4.0 mmol, 1.0 eq) portionwise. The reaction mixture was then stirred at ambient temperature and then heated at 100C for 10 minutes. After completion (monitored by TLC and LC-MS), the reaction mixture was concentrated under reduced pressure to obtain a brown solid residue, which was slowly quenched with acetic acid. The mixture was extracted with 10% MeOH : dichloromethane, dried over sodium sulfate and concentrated to give the desired product 5-bromo-6-(2- methoxyethoxy) pyridine-2-carboxylic acid (Intermediate 28, 0.70 g, yield-63%) m/z 278.28 [M+2]+; 1H NMR (400 MHz, DMSO) delta 13.41 (s, 1H), 8.19 (d, J = 7.8 Hz, 1H), 7.56 (d, J = 7.8 Hz, 1H), 4.52 (dd, J = 5.4, 3.8 Hz, 2H), 3.71 (dd, J = 5.4, 3.8 Hz, 2H), 3.33 (s, 3H) ppm.

According to the analysis of related databases, 1214353-79-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERSEON CORPORATION; SHORT, Kevin Michael; KITA, David Ben; ESTIARTE-MARTINEZ, Maria de los Angeles; PHAM, Son Minh; (244 pag.)WO2016/44662; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of Methyl 5-bromo-6-chloropicolinate

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 1214353-79-3, Methyl 5-bromo-6-chloropicolinate.

Synthetic Route of 1214353-79-3, 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 1214353-79-3, name is Methyl 5-bromo-6-chloropicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Methyl 5-bromo-6-chloropyridine-2-carboxylate (Ark Pharm, 360 mg, 1.4 mmol), copper(I) iodide (19 mg, 0.10 mmol) and dichloro[bis(triphenylphosphonio)]palladate (60 mg, 0.086 mmol) were placed in a vial. The vial was then evacuated and backfilled with nitrogen three times. After this 1,4-dioxane (6.2 mL) and triethylamine (300 L, 2.16 mmol) were added. The reaction was stirred for 5 min. Then (trimethylsilyl)acetylene (244 muIota_,, 1.72 mmol) was added and the resulting reaction mixture was stirred at 60 C for 3 h. After this time the reaction was quenched with water and product was extracted with EtOAc. The combined organic fractions were washed with brine, dried with a2S04 and solvent was evaporated under reduced pressure. The crude product was purified by chromatography on silica gel using Biotage Isolera apparatus to give the sub-title compound (370 mg, 97%). LCMS calc. for C12H15CINO2S1 (M+H)+ m/z = 268.1; found: 268.0.

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 1214353-79-3, Methyl 5-bromo-6-chloropicolinate.

Reference:
Patent; INCYTE CORPORATION; VECHORKIN, Oleg; LI, Yun-Long; ZHU, Wenyu; (232 pag.)WO2016/10897; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : Methyl 5-bromo-6-chloropicolinate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1214353-79-3, its application will become more common.

Reference of 1214353-79-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1214353-79-3 as follows.

NaH (2.26 g, 66 mmol) was added in portions to a solution of 2-methoxyethanol (30 mL). The mixture was stirred for 30 min at room temperature. Then 5-bromo-6-chloro-pyridine-2-carboxylic acid methyl ester (Example 9 c, 3 g, 12 mmol) was added and the reaction mixture was heated to 100 C. overnight. The mixture was poured into water and extracted with ethyl acetate (30 mL). The pH of the aqueous layer was adjusted to 2 by addition of 1 N hydrochloric acid and the resulting mixture was extracted with ethyl acetate (3¡Á50 mL). The combined organic extracts were washed three times with brine, dried (sodium sulfate) and evaporated. The crude title compound (2.48 g, yellow solid) was used for the next reaction step without further purification; MS (EI): m/e 276.0 [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,1214353-79-3, its application will become more common.

Reference:
Patent; Bissantz, Caterina; Grether, Uwe; Hebeisen, Paul; Kimbara, Atsushi; Liu, Qingping; Nettekoven, Matthias; Prunotto, Marco; Roever, Stephan; Rogers-Evans, Mark; Schulz-Gasch, Tanja; Ullmer, Christoph; Wang, Zhiwei; Yang, Wulun; US2012/316147; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem